2-'ALK'cyclohexa-2,5-diene-1,4-dione by Asch

Reaxys

PubChem

eMolecules

Reactions (279)

Yield

Substances (27)

Citations (300)

Conditions

References A

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199

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Nallaiah, C.; Strickson, J. A.

Tetrahedron, 1986 , vol. 42, # 14 p. 4083 - 4088 Title/Abstract Full Text View citing articles Show Details

With water; chromium oxychloride

1.) CCl4, 0-5 deg. C, 80 min.; Yield given. Multistep reaction. Yields of byproduct given;

200

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Rx-ID: 3792951 Find similar reactions

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With 1-(4-chlorophenyl)diazonium tetrafluoroborate; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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201

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Rx-ID: 3793345 Find similar reactions

With 2-iodo-propane; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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202

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Rx-ID: 3792949 Find similar reactions

A: 39 % Chromat. B: 36 % Chromat. E: 51 %

With copper in dimethyl sulfoxide

T=20°C; 1 h; other catalyst, other time; Rate constantMechanismProduct distribution;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

Chromat. A

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203

Synthesize Find similar Rx-ID: 4074316 Find similar reactions

A: 43% B: 9% C: 4% D: 10%

With [2,2']bipyridinyl; Balt;RuO3(OH)2gt;; trifluoroacetic acid in dichloromethane

T=20°C; 0.0333333 h; Product distribution;

Lau, Tai-Chu; Mak, Chi-Keung

Journal of the Chemical Society, Chemical Communications, 1995 , # 9 p. 943 - 944 Title/Abstract Full Text View citing articles Show Details

A: 43% B: 9% C: 4% D: 10%

With [2,2']bipyridinyl; Balt;RuO3(OH)2gt;; trifluoroacetic acid in dichloromethane

T=20°C; 0.0333333 h;

Lau, Tai-Chu; Mak, Chi-Keung

Journal of the Chemical Society, Chemical Communications, 1995 , # 9 p. 943 - 944 Title/Abstract Full Text View citing articles Show Details

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204

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Rx-ID: 3793344 Find similar reactions

205

With 2-iodo-propane; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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Rx-ID: 1063529 Find similar reactions

With chromium(VI) oxide; acetic acid

Ozawa; Momose; Machida; Natori; Yoshihira

Chemical and pharmaceutical bulletin, 1968 , vol. 16, # 5 p. 853 - 862 Title/Abstract Full Text View citing articles Show Details

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206

Synthesize Find similar Rx-ID: 2020538 Find similar reactions

A: 70 % Chromat. B: 20 % Chromat.

With chromium oxychloride in hexane

T=-65 - 20°C; 2 h;

Harrod, John F.; Pathak, Asha

Canadian Journal of Chemistry, 1980 , vol. 58, # 7 p. 686 - 693 Title/Abstract Full Text Show Details

A: 70 % Chromat. B: 20 % Chromat.

With chromium oxychloride in hexane

T=-60 - 20°C; 2 h;

Harrod, John F.; Pathak, Asha

Canadian Journal of Chemistry, 1980 , vol. 58, # 7 p. 686 - 693 Title/Abstract Full Text Show Details

207

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71%

208

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With sodium hypochlorite; tetra(n-butyl)ammonium hydrogensulfate in chloroform

0.0833333 h; Ambient temperature;

Rx-ID: 2552046 Find similar reactions

Ishii, Fumio; Kishi, Ken-ichi

Synthesis, 1980 , # 9 p. 706 - 708 Title/Abstract Full Text Show Details

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Rx-ID: 4215760 Find similar reactions

With silver(l) oxide in diethyl ether

Buben,I.; Pospisil,J.

Collection of Czechoslovak Chemical Communications, 1969 , vol. 34, p. 1991 - 2001 Full Text View citing articles Show Details

209

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Rx-ID: 22779394 Find similar reactions

Multi-step reaction with 2 steps 1: Zn-Hg, aq. HCl / ethanol 2: aq. CrO3, AcOH View Scheme

Ozawa; Momose; Machida; Natori; Yoshihira

Chemical and pharmaceutical bulletin, 1968 , vol. 16, # 5 p. 853 - 862 Title/Abstract Full Text View citing articles Show Details

210

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Multi-step reaction with 3 steps 1: aq. HCl / ethanol 2: Zn-Hg, aq. HCl / ethanol 3: aq. CrO3, AcOH View Scheme

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Rx-ID: 22791547 Find similar reactions

Ozawa; Momose; Machida; Natori; Yoshihira

Chemical and pharmaceutical bulletin, 1968 , vol. 16, # 5 p. 853 - 862 Title/Abstract Full Text View citing articles Show Details

211

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Rx-ID: 22801671 Find similar reactions

Multi-step reaction with 4 steps 1: AlCl3 / CS2

2: aq. HCl / ethanol 3: Zn-Hg, aq. HCl / ethanol 4: aq. CrO3, AcOH View Scheme

Ozawa; Momose; Machida; Natori; Yoshihira

Chemical and pharmaceutical bulletin, 1968 , vol. 16, # 5 p. 853 - 862 Title/Abstract Full Text View citing articles Show Details

212

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Rx-ID: 22809234 Find similar reactions

Multi-step reaction with 4 steps 1: AlCl3 / CS2

2: aq. HCl / ethanol 3: Zn-Hg, aq. HCl / ethanol 4: aq. CrO3, AcOH View Scheme

Ozawa; Momose; Machida; Natori; Yoshihira

Chemical and pharmaceutical bulletin, 1968 , vol. 16, # 5 p. 853 - 862 Title/Abstract Full Text View citing articles Show Details

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213

Synthesize Find similar Rx-ID: 642001 Find similar reactions

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Wessely; Sinwel

Monatshefte fuer Chemie, 1950 , vol. 81, p. 1055,1069 Full Text Show Details

Metlesics et al.

Monatshefte fuer Chemie, 1957 , vol. 88, p. 1069,1075 Full Text Show Details

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214

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Rx-ID: 3793365 Find similar reactions

With 2-iodo-propane; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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215

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Rx-ID: 3792947 Find similar reactions

A: 32 % Chromat. B: 48 % Chromat. C: 40 % Chromat.

With copper in dimethyl sulfoxide

T=20°C; 1 h; different quinone/isopropyl iodide ratio; other catalyst, other time; other alkyl iodides, benzene diazonium salts; Rate constantMechanismProduct distribution;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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216

Synthesize Find similar Rx-ID: 2005168

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Find similar reactions

A: 13% B: 18% C: 21% D: 28%

With silver(l) oxide in benzene

26 h; Heating;

Hiranuma Hidetoshi; Miller, Sidney I.

Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5083 - 5088 Title/Abstract Full Text View citing articles Show Details

A: 13% B: 18% C: 21% D: 28%

With silver(l) oxide in benzene

26 h; Heating;

Hiranuma Hidetoshi; Miller, Sidney I.

Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5083 - 5088 Title/Abstract Full Text View citing articles Show Details

A: 13% B: 18% C: 21% D: 28%

With silver(l) oxide in benzene

26 h; Heating;

Hiranuma Hidetoshi; Miller, Sidney I.

Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5083 - 5088 Title/Abstract Full Text View citing articles Show Details

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217

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Rx-ID: 3792946 Find similar reactions

A: 35 % Chromat. B: 48 % Chromat. E: 55 % Chromat.

With copper in dimethyl sulfoxide

T=20°C; 1 h; other catalyst, other time; Rate constantMechanismProduct distribution;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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218

Synthesize Find similar Rx-ID: 10136523 Find similar reactions

A: 30% B: 40% C: 5%

With chlorine monooxide in acetonitrile

T=25°C; KineticsActivation energy;

Ganiev; Ganieva; Kabal'nova

Russian Chemical Bulletin, 2004 , vol. 53, # 10 p. 2281 - 2284 Title/Abstract Full Text View citing articles Show Details

219

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A: 93%

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With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

General procedure: A 2.0mmol sample of the arene was dissolved in 7.0 mL of acetonitrile and was addeddropwise over 10-15 minutes to a rapidly stirred solution of 3.85 g (7 mmol) ofCAN which had been dissolved in 7.0 mL of distilled water in a 25 mL round-bottomflask. After the addition was complete,the mixture was stirred for an additional 1 hour at room temperature open tothe air. (Work-up same asprotocol D).

A: 79% B: 2%

B: 72%

Love, Brian E.; Bonner-Stewart, Jeffrey; Forrest, Lori A.

Synlett, 2009 , # 5 p. 813 - 817 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

General procedure: A 3.85g (7.0 mmol) sample of CAN was added portionwise over 10-15 minutes to arapidly stirred solution of 2.0 mmol of arene dissolved in 10.0 mL of DMSO in a25 mL round-bottom flask. After theaddition was complete, the mixture was stirred for an additional 1 hour at roomtemperature open to the air. The mixturewas diluted with 50 mL of water, and extracted with ether (2 x 25 mL), and thecombined ether extracts washed with water (2 x 50 mL), then 5 mL sat’d NaClsolution. The ether solution was dried(MgSO4) and the solvent removed under reduced pressure. A

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220

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Ono

Helvetica Chimica Acta, 1927 , vol. 10, p. 46,47, 51 Full Text Show Details

T=70°C; bei der elektrolytischen Oxydation;

221

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Rx-ID: 5820011 Find similar reactions

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Fichter; Ris

Helvetica Chimica Acta, 1924 , vol. 7, p. 810 Full Text Show Details

bei der elektrolytischen Oxydation;

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222

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Rx-ID: 5820012 Find similar reactions

Fichter; Ris

Helvetica Chimica Acta, 1924 , vol. 7, p. 810 Full Text Show Details

bei der elektrolytischen Oxydation;

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223

Synthesize Find similar Rx-ID: 4305267 Find similar reactions

With sodium acetate in methanol; water

T=24°C; further compounds; Equilibrium constant;

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Brown,E.R. et al.

Journal of Organic Chemistry, 1971 , vol. 36, # 19 p. 2849 - 2853 Full Text View citing articles Show Details

With sodium acetate in methanol; water

T=24°C; Equilibrium constant;

Brown,E.R. et al.

Journal of Organic Chemistry, 1971 , vol. 36, # 19 p. 2849 - 2853 Full Text View citing articles Show Details

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224

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Rx-ID: 4305268 Find similar reactions

With sodium acetate in methanol; water

T=24°C; Equilibrium constant;

Brown,E.R. et al.

Journal of Organic Chemistry, 1971 , vol. 36, # 19 p. 2849 - 2853 Full Text View citing articles Show Details

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225

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Rx-ID: 3792950 Find similar reactions

A: 27 % Chromat. B: 46 % Chromat. E: 57 % Chromat.

With copper in dimethyl sulfoxide

T=20°C; 1 h; other catalyst, other time; Rate constantMechanismProduct distribution;

Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

226

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Rx-ID: 477479 Find similar reactions

With water; iron(III) chloride

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

227

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Rx-ID: 1406316 Find similar reactions

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With (NH4)2S2O8; silver nitrate

Jacobsen,N.; Torssell,K.

Acta Chemica Scandinavica (1947-1973), 1973 , vol. 27, # 9 p. 3211 - 3216 Full Text View citing articles Show Details

228

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5 mg

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With 3-chloro-benzenecarboperoxoic acid in chloroform

23 h; Heating;

Rx-ID: 2132558 Find similar reactions

Asakawa, Yoshinori; Masuya, Toru; Tori, Motoo; Campbell, Ella O.

Phytochemistry (Elsevier), 1987 , vol. 26, # 3 p. 735 - 738 Title/Abstract Full Text View citing articles Show Details

229

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Rx-ID: 8137815 Find similar reactions

With sodium dichromate; sulfuric acid; acetone

Eastman Kodak Co.

Patent: US2701197 , 1951 ;

Full Text Show Details

230

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Rx-ID: 22101225 Find similar reactions

Multi-step reaction with 2 steps 1: AlCl3; benzene 2: FeCl3; water View Scheme

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

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231

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Rx-ID: 4305269 Find similar reactions

With sodium acetate in methanol; water

T=24°C; Equilibrium constant;

Brown,E.R. et al.

Journal of Organic Chemistry, 1971 , vol. 36, # 19 p. 2849 - 2853 Full Text View citing articles Show Details

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232

Synthesize Find similar Rx-ID: 37402285 Find similar reactions

A: 75%

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h;

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997

Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

B: 63%

With ammonium cerium (IV) nitrate in water; dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

General procedure: A 3.85g (7.0 mmol) sample of CAN was dissolved in5.0 mL of distilled water and added dropwise over 10-15 minutes to a rapidlystirred solution of 2.0 mmol of arene dissolved in 10.0 mL of DMSO in a 25 mL round-bottom flask. After the addition was complete, the mixturewas stirred for an additional 1 hour at room temperature opento the air. (Work-up same as protocolA). A

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233

Synthesize Find similar Rx-ID: 2067259 Find similar reactions

A: 39%

With manganese(IV) oxide; nitric acid in dichloromethane

Ambient temperatureshaking;

Errazuriz, B.; Tapia, R.; Valderrama, J. A.

Tetrahedron Letters, 1985 , vol. 26, # 7 p. 819 - 822 Title/Abstract Full Text View citing articles Show Details

234

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With water; iron(III) chloride

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Rx-ID: 295721 Find similar reactions

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

With diethyl ether; silver(l) oxide

T=20°C;

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

With sodium dichromate; sulfuric acid

Hasan; Stedman

Journal of the Chemical Society, 1931 , p. 2112,2120 Full Text Show Details

235

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Rx-ID: 4224024 Find similar reactions

With silver(l) oxide in diethyl ether

Buben,I.; Pospisil,J.

Collection of Czechoslovak Chemical Communications, 1969 , vol. 34, p. 1991 - 2001 Full Text View citing articles Show Details

236

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Rx-ID: 22089423 Find similar reactions

Multi-step reaction with 2 steps 1: AlCl3; benzene 2: FeCl3; water View Scheme

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

237

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Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

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Rx-ID: 22101913 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

238

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Rx-ID: 22102413 Find similar reactions

Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

239

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Rx-ID: 22104449 Find similar reactions

Multi-step reaction with 2 steps 1: aqueous HCl; amalgamated zinc 2: Na2Cr2O7; aqueous sulfuric acid View Scheme

Hasan; Stedman

Journal of the Chemical Society, 1931 , p. 2112,2120 Full Text Show Details

240

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Multi-step reaction with 3 steps 1: ZnCl2 / 130 - 140 °C 2: aqueous HCl; amalgamated zinc 3: Na2Cr2O7; aqueous sulfuric acid View Scheme

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Rx-ID: 22109952 Find similar reactions

Hasan; Stedman

Journal of the Chemical Society, 1931 , p. 2112,2120 Full Text Show Details

241

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Rx-ID: 22791066 Find similar reactions

Multi-step reaction with 2 steps 1: (i) (KO3S)2NO, acetone, (ii) NaHSO3, Et2O 2: Ag2O / diethyl ether View Scheme

Buben,I.; Pospisil,J.

Collection of Czechoslovak Chemical Communications, 1969 , vol. 34, p. 1991 - 2001 Full Text View citing articles Show Details

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242

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Rx-ID: 3793092 Find similar reactions

A: 25 % Turnov. B: 7.5 % Turnov. C: 22.4 % Turnov. D: 13.1 % Turnov.

With sodium peroxodisulphate; silver nitrate in dichloromethane; water

2 h; Heating;

Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

A: 25 % Turnov. B: 7.5 % Turnov. C: 22.4 % Turnov. D: 13.1 % Turnov.

With sodium peroxodisulphate; silver nitrate in dichloromethane; water

2 h; Heating;

Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

243

Synthesize Find similar Rx-ID: 37402286 Find similar reactions

B: 80%

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With ammonium cerium (IV) nitrate in dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

A: 77%

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

General procedure: A 2.0mmol sample of the arene was dissolved in 2.0 mL of acetonitrile and was addeddropwise over 10-15 minutes to a rapidly stirred solution of 3.85 g (7.0 mmol)of CAN which had been dissolved in 3.5 mL of distilled water in a 10 mL round-bottomflask. After the addition was complete,the mixture was stirred for an additional 1 hour at room temperature open tothe air. (Work-upsame as protocol D).

244

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With water; iron(III) chloride

With diethyl ether; silver(l) oxide

T=20°C;

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Rx-ID: 486258 Find similar reactions

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

245

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Rx-ID: 22102292 Find similar reactions

Multi-step reaction with 2 steps 1: AlCl3; benzene 2: FeCl3; water View Scheme

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

246

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Rx-ID: 22102415 Find similar reactions

Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

247

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Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

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Rx-ID: 22102887 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

248

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Rx-ID: 390236 Find similar reactions

With sodium dichromate; sulfuric acid; acetone

Loev; Dawson

Journal of the American Chemical Society, 1956 , vol. 78, p. 4083,4086 Full Text View citing articles Show Details

249

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Rx-ID: 3793507 Find similar reactions

27%

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Barton, Derek H.R.; Crich, David; Kretzschmar, Gerhard

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 39 - 54 Title/Abstract Full Text Show Details

T=110°C; 1.5 h; HeatingIrradiation;

250

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44%

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Rx-ID: 5325703 Find similar reactions

With water; dihydrogen peroxide; acetic acid; methyltrioxorhenium (VII)

T=80°C; Catalytic oxidation; 12 h;

Saladino, Raffaele; Neri, Veronica; Mincione, Enrico; Marini, Stefano; Coletta, Massimiliano; Fiorucci, Chiara; Filippone, Paolino

Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 4 p. 581 - 586 Title/Abstract Full Text View citing articles Show Details

251

Synthesize Find similar Rx-ID: 28484112 Find similar reactions

A: 82%

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With ammonium cerium (IV) nitrate in tetrahydrofuran; water

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

General procedure: A 3.85g (7.0 mmol) sample of CAN was dissolved in7.0 mL of distilled water and added dropwise over 10-15 minutes to a rapidlystirred solution of 2.0 mmol of arene dissolved in 14.0 mL of THF in a 25 mL round-bottom flask. After the addition was complete, the mixturewas stirred for an additional 1 hour at room temperature opento the air. (Work-up same as protocol A)

A: 30% B: 55%

B: 55%

With ammonium cerium (IV) nitrate in water

Love, Brian E.; Bonner-Stewart, Jeffrey; Forrest, Lori A.

Synlett, 2009 , # 5 p. 813 - 817 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

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252

Synthesize Find similar Rx-ID: 37402287 Find similar reactions

A: 78%

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

B: 58%

With ammonium cerium (IV) nitrate in water; dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

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253

Synthesize Find similar Rx-ID: 37402288 Find similar reactions

B: 76%

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

A: 68%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in water; dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

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254

Synthesize Find similar Rx-ID: 3793581 Find similar reactions

A: 27% B: 28%

255

Irradiation;

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Barton, Derek H. R.; Bridon, Dominique; Zard, Samir Z.

Tetrahedron, 1987 , vol. 43, # 22 p. 5307 - 5314 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 313347 Find similar reactions

With water; iron(III) chloride

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

With diethyl ether; silver(l) oxide

T=20°C;

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

256

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Rx-ID: 7206241 Find similar reactions

Neiland; Trybatscha

Patent: SU371196 , 1973 ; Ref. Zh., Khim., 1974 , vol. 8, # N121P Full Text Show Details

/BRN= 57070/ (Ae.), Ag2O (Na2SO4);

257

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Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

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Rx-ID: 22102888 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

258

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Rx-ID: 22103341 Find similar reactions

Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

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259

Synthesize Find similar

Rx-ID: 3793508 Find similar reactions

A: 27% B: 18%

Barton, Derek H. R.; Crich, David; Kretzschmar, Gerhard

Tetrahedron Letters, 1984 , vol. 25, # 10 p. 1055 - 1058 Title/Abstract Full Text View citing articles Show Details

in toluene

T=110°C; 1.5 h;

260

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With hydrogen bromide; acetic acid

Behandeln des Reaktionsprodukts mit Ag2O in Aether;

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Rx-ID: 503772 Find similar reactions

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

261

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Rx-ID: 22122627 Find similar reactions

Multi-step reaction with 3 steps 1: AlCl3; 1,1,2,2-tetrachloro-ethane 2: N2H4; diethylene glycol 3: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

262

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Rx-ID: 22143199 Find similar reactions

Multi-step reaction with 2 steps 1: N2H4; diethylene glycol 2: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

263

Synthesize Find similar

Rx-ID: 22152467 Find similar reactions

Multi-step reaction with 3 steps 1: AlCl3; 1,1,2,2-tetrachloro-ethane 2: N2H4; diethylene glycol 3: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

264

Synthesize Find similar Rx-ID: 37402289 Find similar reactions

A: 80%

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With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

B: 70%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

265

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With water; iron(III) chloride

With diethyl ether; silver(l) oxide

T=20°C;

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Rx-ID: 313751 Find similar reactions

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

266

Synthesize Find similar

Rx-ID: 7211760 Find similar reactions

Neiland; Trybatscha

Patent: SU371196 , 1973 ; Ref. Zh., Khim., 1974 , vol. 8, # N121P Full Text Show Details

/BRN= 58595/ (Ae.), Ag2O (Na2SO4);

267

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Rx-ID: 22082816 Find similar reactions

Multi-step reaction with 2 steps 1: AlCl3; benzene 2: FeCl3; water View Scheme

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

268

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Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

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Rx-ID: 22103342 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

269

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Rx-ID: 22103712 Find similar reactions

Multi-step reaction with 2 steps 1: aqueous HBr; acetic acid 2: Ag2O; diethyl ether / 20 °C View Scheme

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

270

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Rx-ID: 508695 Find similar reactions

With hydrogen bromide; acetic acid

Behandeln des Reaktionsprodukts mit Ag2O in Aether;

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

271

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Multi-step reaction with 3 steps 1: AlCl3; 1,1,2,2-tetrachloro-ethane 2: N2H4; diethylene glycol 3: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Rx-ID: 22122781 Find similar reactions

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

272

Synthesize Find similar

Rx-ID: 22143432 Find similar reactions

Multi-step reaction with 2 steps 1: N2H4; diethylene glycol 2: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

273

Synthesize Find similar

Rx-ID: 22152468 Find similar reactions

Multi-step reaction with 3 steps 1: AlCl3; 1,1,2,2-tetrachloro-ethane 2: N2H4; diethylene glycol 3: HBr; acetic acid / Behandeln des Reaktionsprodukts mit Ag2O in Aether View Scheme

Lamberton

Australian Journal of Chemistry, 1959 , vol. 12, p. 224,230 Full Text Show Details

Synthesize Find similar

274

Synthesize Find similar

Rx-ID: 26488082 Find similar reactions

Minero, C.; Pramauro, E.; Pelizzetti, E.; Blundell, N. J.; Burgess, J.; Radulovic, S.

Inorganica Chimica Acta, 1990 , vol. 173, p. 43 - 52 Full Text View citing articles Show Details

in methanol; water

Kinetics; byproducts: H(1+); pH 2.0, 298.2 K.; Not isolated, monitored by UV.;

275

Synthesize Find similar Rx-ID: 28484124 Find similar reactions

B: 93%

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With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

A: 51%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in water; dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

B: 37%

Love, Brian E.; Bonner-Stewart, Jeffrey; Forrest, Lori A.

Synlett, 2009 , # 5 p. 813 - 817 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C;

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276

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Rx-ID: 3793361 Find similar reactions

A: 10% C: 77%

in dichloromethane

T=0°C; 0.5 h; Irradiation;

Barton, Derek H. R.; Bridon, Dominique; Zard, Samir Z.

Tetrahedron, 1987 , vol. 43, # 22 p. 5307 - 5314 Title/Abstract Full Text View citing articles Show Details

A: 10% C: 77%

in dichloromethane

T=0°C; 0.5 h; Irradiation;

Barton, Derek H. R.; Bridon, Dominique; Zard, Samir Z.

Tetrahedron, 1987 , vol. 43, # 22 p. 5307 - 5314 Title/Abstract Full Text View citing articles Show Details

277

Synthesize Find similar Rx-ID: 37402291 Find similar reactions

B: 73%

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With ammonium cerium (IV) nitrate in water; acetonitrile

T=20°C; 1 h; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

A: 32%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in tetrahydrofuran; water

T=20°C; 1 h; Solvent; Hide Experimental Procedure

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278

Synthesize Find similar Rx-ID: 37402284 Find similar reactions

B: 96%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in tetrahydrofuran; water

T=20°C; 1 h; Hide Experimental Procedure

General procedure: A 2.0mmol sample of the arene was dissolved in 1.0 mL of THF and was added dropwiseover 10-15 minutes to a rapidly stirred solution of 3.85 g (7.0 mmol) of CANwhich had been dissolved in 3.5 mL of distilled water in a 10 mL round-bottom flask. After the addition was complete, the mixturewas stirred for an additional 1 hour at room temperature open to the air. The mixture was diluted with 50 mL of water,and the resulting precipitate collected by suction filtration. The precipitate was washed with several 10 mLportions of water and then finally with approximately 5 mL of ice coldethanol. The resulting yellow solid(diquinone) was dried at room temperature under vacuum. The filtrate from the filtrationdescribed above was extracted with ether (2 x 25 mL), and the combined etherextracts washed with 50 mL water, then 5 mL sat’d NaCl solution. The ether solution was dried (MgSO4)and the solvent removed under reduced pressure.

A: 39%

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in tetrahydrofuran; water

T=20°C; 1 h; Hide Experimental Procedure

279

Synthesize Find similar Rx-ID: 26852529 Find similar reactions

in chloroform

byproducts: Cu; at 25°C for 1 h;

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Lenders, Bernd; Klaeui, Wolfgang; Irmler, Manfred; Meyer, Gerd

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1990 , p. 2069 - 2076 Full Text Show Details