1-Butyl-1H-indole [C12H15N]

Page 1

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Citations (42)

References

1

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Rx-ID: 1559589 Find similar reactions

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99%

With sodium hydroxide in dimethyl sulfoxide

T=20°C; 2.5 h; Inert atmosphere;

Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin

Organic Letters, 2012 , vol. 14, # 17 p. 4614 - 4617 Title/Abstract Full Text View citing articles Show Details

99%

With sodium hydroxide in dimethyl sulfoxide

T=20°C; 2.5 h; Inert atmosphere;

Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin

Angewandte Chemie - International Edition, 2017 , vol. 56, # 14 p. 3961 - 3965 Angew. Chem., 2017 , vol. 129, # 14 p. 4019 - 4023,5 Title/Abstract Full Text View citing articles Show Details

96%

With potassium hydroxide; PEG-400-Et2 in water; benzene

T=30°C; 2 h;

Sukata, Kazuaki

Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 1 p. 280 - 284 Title/Abstract Full Text Show Details


94%

With potassium hydroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate

T=20°C; 3 h;

Le, Zhang-Gao; Chen, Zhen-Chu; Hu, Yi; Zheng, Qin-Guo

Synthesis, 2004 , # 2 p. 208 - 212 Title/Abstract Full Text View citing articles Show Details

94%

Stage #1: indole With potassium hydoxide in dimethyl sulfoxide

T=20°C; 0.333333 h; Stage #2: 1-bromo-butane in dimethyl sulfoxide

T=35°C; 0.833333 h; Sonication;

Zhao, Sanhu; Kang, Jin; Du, Yuting; Kang, Jingyan; Zhao, Xiaoni; Xu, Yinfeng; Chen, Ruixi; Wang, Qianqian; Shi, Xitao

Journal of Heterocyclic Chemistry, 2014 , vol. 51, # 3 p. 683 - 689 Title/Abstract Full Text View citing articles Show Details

93%

With potassium hydroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

3 h; Ambient temperature;

Earle, Martyn J.; McCormac, Paul B.; Seddon, Kenneth R.

Chemical Communications, 1998 , # 20 p. 2245 - 2246 Title/Abstract Full Text View citing articles Show Details

83%

With sodium hydride in N,N-dimethyl-formamide; mineral oil

T=0 - 20°C; 1 h; Inert atmosphere;

Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.

Journal of Medicinal Chemistry, 2015 , vol. 58, # 23 p. 9309 - 9333 Title/Abstract Full Text View citing articles Show Details

20 %Spectr.

With norbornene; palladium diacetate; caesium carbonate in N,N-dimethyl acetamide

T=20°C; 48 h; Inert atmosphere; regioselective reaction;

Jiao, Lei; Bach, Thorsten

Journal of the American Chemical Society, 2011 , vol. 133, # 33 p. 12990 - 12993 Title/Abstract Full Text View citing articles Show Details

19 %Spectr.

With norbornene; potassium carbonate in N,N-dimethyl acetamide; water

T=50°C; 14 h; Schlenk techniqueInert atmosphere; regioselective reaction;

Jiao, Lei; Herdtweck, Eberhardt; Bach, Thorsten

Journal of the American Chemical Society, 2012 , vol. 134, # 35 p. 14563 - 14572 Title/Abstract Full Text View citing articles Show Details

2

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Rx-ID: 1559728 Find similar reactions

83%

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With potassium tert-butylate; 18-crown-6 ether in diethyl ether

18 h; Ambient temperature;

Guida, Wayne C.; Mathre, David J.

Journal of Organic Chemistry, 1980 , vol. 45, # 16 p. 3172 - 3176 Title/Abstract Full Text View citing articles Show Details

Stage #1: indole With sodium hydride in N,N-dimethyl-formamide; mineral oil

T=0 - 20°C; 0.5 h; Stage #2: 1-iodo-butane in N,N-dimethyl-formamide; mineral oil

T=0 - 20°C;

Zeng, Fanlong; Alper, Howard

Organic Letters, 2013 , vol. 15, # 8 p. 2034 - 2037 Title/Abstract Full Text View citing articles Show Details

Stage #1: indole With sodium hydride in N,N-dimethyl-formamide; mineral oil

T=0°C; Inert atmosphere; Stage #2: 1-iodo-butane in N,N-dimethyl-formamide; mineral oil

Inert atmosphere;

Singh, Rahulkumar Rajmani; Liu, Rai-Shung

Chemical Communications, 2017 , vol. 53, # 33 p. 4593 - 4596 Title/Abstract Full Text View citing articles Show Details


3

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Rx-ID: 46656674 Find similar reactions

74%

4

With chloro-(pentamethylcyclopentadienyl)-{5-methoxy-2-{1-[(4methoxyphenyl)imino-N]ethyl}phenyl-C}-iridium(lll); potassium carbonate in 2,2,2-trifluoroethanol

T=100°C; 12 h;

Rx-ID: 46765966 Find similar reactions

Jiang, Xue; Tang, Weijun; Xue, Dong; Xiao, Jianliang; Wang, Chao

ACS Catalysis, 2017 , vol. 7, # 3 p. 1831 - 1835 Title/Abstract Full Text View citing articles Show Details

A

B

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With tetrakis(triphenylphosphine) palladium(0); caesium carbonate in tetrahydrofuran

T=20°C; 24 h; Inert atmosphereSchlenk techniqueIrradiation; Overall yield = 31.4 mg;

Zhou, Wen-Jun; Cao, Guang-Mei; Shen, Guo; Zhu, Xing-Yong; Gui, Yong-Yuan; Ye, Jian-Heng; Sun, Liang; Liao, Li-Li; Li, Jing; Yu, Da-Gang

Angewandte Chemie - International Edition, 2017 , vol. 56, # 49 p. 15683 - 15687 Angew. Chem., 2017 , vol. 129, # 49 p. 15889 - 15893,5 Title/Abstract Full Text View citing articles Show Details

A

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C

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Synthesize Find similar Rx-ID: 40187636 Find similar reactions

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5

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Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

Kaldas, Sherif J.; Cannillo, Alexandre; McCallum, Terry; Barriault, Louis

Organic Letters, 2015 , vol. 17, # 11 p. 2864 - 2866 Title/Abstract Full Text View citing articles Show Details


1.2: 20 °C / Inert atmosphere 2.1: [Au2(dppm)2]Cl2; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere; Irradiation View Scheme

A

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C

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6

Synthesize Find similar Rx-ID: 40187702 Find similar reactions

A: 7 %Spectr. B: 20 %Spectr. C: 42 %Spectr.

With [Au2(dppm)2]Cl2; N-ethyl-N,N-diisopropylamine in acetonitrile

T=20°C; 1 h; Inert atmosphereIrradiation; Reagent/catalystTime;

Kaldas, Sherif J.; Cannillo, Alexandre; McCallum, Terry; Barriault, Louis

Organic Letters, 2015 , vol. 17, # 11 p. 2864 - 2866 Title/Abstract Full Text View citing articles Show Details

7

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Rx-ID: 35489367 Find similar reactions

With potassium hydoxide in dimethyl sulfoxide

T=20°C;

Yu, Lin; Li, Pinhua; Wang, Lei

Chemical Communications, 2013 , vol. 49, # 23 p. 2368 - 2370 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium methylate / methanol / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details


8

Multi-step reaction with 2 steps 1: sodium methylate / methanol / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium methylate / methanol / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

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9

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Stage #1: indole With potassium hydoxide in N,N-dimethyl-formamide

T=20°C; 0.5 h; Inert atmosphere; Stage #2: 1-halobutane in N,N-dimethyl-formamide

Inert atmosphere;

Rx-ID: 33956862 Find similar reactions

Ge, Shao-Peng; Zhang, Xiao-Hong; Han, Jiang-Sheng; Zhong, Ping

Journal of Chemical Research, 2012 , vol. 36, # 6 p. 356 - 359 Title/Abstract Full Text View citing articles Show Details

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Stage #1: indole With sodium hydroxide in dimethyl sulfoxide

Stage #2: butyl halide in dimethyl sulfoxide

T=10 - 15°C; 3 h;

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Rx-ID: 31154691 Find similar reactions

Mirskova; Levkovskaya; Kolesnikova; Perminova; Rudyakova; Adamovich

Russian Chemical Bulletin, 2010 , vol. 59, # 12 p. 2236 - 2246 Title/Abstract Full Text View citing articles Show Details

A

10

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C


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Rx-ID: 1781774 Find similar reactions

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in tetrahydrofuran

T=20°C; 16 h; Yield given. Yields of byproduct given;

Nunomoto, Sadaaki; Kawakami, Yuhsuke; Yamashita, Yuya; Takeuchi, Hisato; Eguchi, Shoji

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 111 - 114 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

11

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Rx-ID: 36053107 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid; regioselective reaction;

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12

Synthesize Find similar Rx-ID: 36053108 Find similar reactions

T=25°C; 5 h; Ionic liquid; regioselective reaction;

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

A

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13

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Rx-ID: 36053109 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid; regioselective reaction;

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B

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14

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Rx-ID: 36053110 Find similar reactions

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

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15

Synthesize Find similar Rx-ID: 36053111 Find similar reactions

T=80°C; 5 h; Ionic liquid; regioselective reaction;

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15


Title/Abstract Full Text View citing articles Show Details

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C

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16

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Rx-ID: 36053112 Find similar reactions

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=80°C; 5 h; Ionic liquid; regioselective reaction;

17

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Rx-ID: 36053114 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid; regioselective reaction;

18

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Rx-ID: 36053115 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

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B

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19

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Rx-ID: 36053116 Find similar reactions

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

A

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C

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20

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Rx-ID: 36053117 Find similar reactions

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

A

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Synthesize

21

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Find similar

Rx-ID: 36053118 Find similar reactions

Find similar

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

A

B

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22

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Rx-ID: 36053119 Find similar reactions

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=80°C; 5 h; Ionic liquid; regioselective reaction;

A

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C

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23

Synthesize Find similar Rx-ID: 36053120 Find similar reactions

24

T=80°C; 5 h; Ionic liquid; regioselective reaction;

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details


Synthesize Find similar

Rx-ID: 36053122 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid; regioselective reaction;

25

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Rx-ID: 36053123 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=25°C; 5 h; Ionic liquid;

A

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C

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B

C

26

Synthesize Find similar Rx-ID: 36053124 Find similar reactions

T=25°C; 5 h; Ionic liquid;

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

A

27


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Rx-ID: 36053125 Find similar reactions

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

T=80°C; 5 h; Ionic liquid; regioselective reaction;

A

B

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28

Synthesize Find similar Rx-ID: 36053131 Find similar reactions

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium methylate / methanol / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

A

29

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C

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Synthesize Find similar Rx-ID: 36053132 Find similar reactions

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Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

A

B

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30

Synthesize Find similar Rx-ID: 36053133 Find similar reactions

Multi-step reaction with 2 steps 1: n-butyllithium / diethyl ether / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium methylate / methanol / 0.5 h / 25 °C 2: 5 h / 25 °C / Ionic liquid View Scheme

Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

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31

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Rx-ID: 36053135 Find similar reactions

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Stage #1: indole With iodine; magnesium; methyl iodide in diethyl ether

T=25°C; 0.5 h; Stage #2: 1-n-butyl-3-methylimidazolim bromide T=80°C; 6 h;

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Vavilina; Zicmanis; Drozdova; Mekss; Klavins

Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 5 p. 530 - 541 Khim. Geterotsikl. Soedin., 2008 , # 5 p. 676 - 690,15 Title/Abstract Full Text View citing articles Show Details

A

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32

Synthesize Find similar Rx-ID: 9418788 Find similar reactions

With bis(acetylacetonate)nickel(II); sodium t-butanolate; 1,3-bis[2,6-bis(1methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride in 1,4-dioxane

T=100°C; 7 h; Title compound not separated from byproducts;

Omar-Amrani, Rafik; Thomas, Antoine; Brenner, Eric; Schneider, Raphael; Fort, Yves

Organic Letters, 2003 , vol. 5, # 13 p. 2311 - 2314 Title/Abstract Full Text View citing articles Show Details

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50%

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With potassium tert-butylate; ammonium formate; palladium on activated charcoal in toluene

T=120°C; 5 h;

Rx-ID: 8745769 Find similar reactions

Beller; Breindl; Riermeier; Tillack

Journal of Organic Chemistry, 2001 , vol. 66, # 4 p. 1403 - 1412 Title/Abstract Full Text View citing articles Show Details


34

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Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / 3 h / -30 °C 1.2: 43 percent / t-BuOK / toluene / 20 h / 135 °C 2.1: 50 percent / ammonium formate; t-BuOK / Pd/C / toluene / 5 h / 120 °C View Scheme

Rx-ID: 15458393 Find similar reactions

Beller; Breindl; Riermeier; Tillack

Journal of Organic Chemistry, 2001 , vol. 66, # 4 p. 1403 - 1412 Title/Abstract Full Text View citing articles Show Details

35

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Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / 3 h / -30 °C 1.2: 45 percent / t-BuOK / toluene / 20 h / 135 °C 2.1: 50 percent / ammonium formate; t-BuOK / Pd/C / toluene / 5 h / 120 °C View Scheme

Rx-ID: 15458411 Find similar reactions

Beller; Breindl; Riermeier; Tillack

Journal of Organic Chemistry, 2001 , vol. 66, # 4 p. 1403 - 1412 Title/Abstract Full Text View citing articles Show Details

36

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83%

With p-benzoquinone; lithium chloride; dichloro bis(acetonitrile) palladium(II) in tetrahydrofuran

18 h; Heating;

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Rx-ID: 4898331 Find similar reactions

Yamaguchi, Masahiko; Arisawa, Mieko; Hirama, Masahiro

Chemical Communications, 1998 , # 13 p. 1399 - 1400 Title/Abstract Full Text View citing articles Show Details


37

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Multi-step reaction with 2 steps 1: 1.) SnCl4, Bu3N, 2.) KOH, H2O / 1.) chlorobenzene, -50 deg C to 80 deg C, 2.) chlorobenzene, THF, reflux 2: 83 percent / quinone, LiCl / PdCl2(MeCN)2 / tetrahydrofuran / 18 h / Heating View Scheme

Rx-ID: 16871896 Find similar reactions

Yamaguchi, Masahiko; Arisawa, Mieko; Hirama, Masahiro

Chemical Communications, 1998 , # 13 p. 1399 - 1400 Title/Abstract Full Text View citing articles Show Details

38

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Multi-step reaction with 2 steps 1: 80 percent / KOH, H2O / methanol / 0.17 h / Heating 2: 83 percent / quinone, LiCl / PdCl2(MeCN)2 / tetrahydrofuran / 18 h / Heating View Scheme

Rx-ID: 16890819 Find similar reactions

Yamaguchi, Masahiko; Arisawa, Mieko; Hirama, Masahiro

Chemical Communications, 1998 , # 13 p. 1399 - 1400 Title/Abstract Full Text View citing articles Show Details

A

B

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39

Synthesize Find similar Rx-ID: 4830752 Find similar reactions

A: 18% B: 61%

With triethylamine in benzene

5 h; Irradiation;

Nishio, Takehiko; Oka, Mitsuru

Helvetica Chimica Acta, 1997 , vol. 80, # 2 p. 388 - 397 Title/Abstract Full Text View citing articles Show Details


A

B

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40

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Rx-ID: 4833594 Find similar reactions

A: 18% B: 61%

Nishio, Takehiko; Oka, Mitsuru

Helvetica Chimica Acta, 1997 , vol. 80, # 2 p. 388 - 397 Title/Abstract Full Text View citing articles Show Details

in benzene

5 h; Irradiation;

41

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Rx-ID: 4466428 Find similar reactions

70%

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With ruthenium(II) bis(triphenylphosphine) dichloride in 1,4-dioxane

T=180°C; 5 h;

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Shim; Youn; Lee; Kim; Cho; Uemura; Watanabe

Synthetic Communications, 1996 , vol. 26, # 7 p. 1349 - 1353 Title/Abstract Full Text View citing articles Show Details

A

B

C

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42

Synthesize Find similar Rx-ID: 4635715 Find similar reactions

A: 14% B: 33% C: 18%

With [Ni(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane)] (ClO4)2; tetraethylammonium iodide in N,N-dimethyl-formamide

Ambient temperatureelectrolysis;

Ozaki, Shigeko; Mitoh, Shizue; Ohmori, Hidenobu

Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 11 p. 2020 - 2024 Title/Abstract Full Text View citing articles Show Details


43

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85%

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With borane-THF in tetrahydrofuran

1 h; Ambient temperature;

Rx-ID: 3958619 Find similar reactions

Pinto, Angelo C.; Silva, Filipe Soares Q. da; Silva, Rosangela B. da

Tetrahedron Letters, 1994 , vol. 35, # 48 p. 8923 - 8926 Title/Abstract Full Text View citing articles Show Details

44

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Multi-step reaction with 2 steps 1: Heating 2: 85 percent / BH3*THF / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Rx-ID: 18272329 Find similar reactions

Pinto, Angelo C.; Silva, Filipe Soares Q. da; Silva, Rosangela B. da

Tetrahedron Letters, 1994 , vol. 35, # 48 p. 8923 - 8926 Title/Abstract Full Text View citing articles Show Details

A

B

C

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Synthesize Find similar

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45

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Rx-ID: 1781775 Find similar reactions

in tetrahydrofuran

T=20°C; 16 h; other indolyl metal salts; other RX (BuOTs, allyl bromide); Product distribution;

Nunomoto, Sadaaki; Kawakami, Yuhsuke; Yamashita, Yuya; Takeuchi, Hisato; Eguchi, Shoji

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 111 - 114 Title/Abstract Full Text View citing articles Show Details


46

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Rx-ID: 1788061 Find similar reactions

100%

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Synthesize Find similar

Nunomoto, Sadaaki; Kawakami, Yuhsuke; Yamashita, Yuya; Takeuchi, Hisato; Eguchi, Shoji

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 111 - 114 Title/Abstract Full Text View citing articles Show Details

in tetrahydrofuran

T=0 - 20°C; 16 h;

A

B

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47

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Rx-ID: 1788063 Find similar reactions

With copper(l) iodide; aluminium trichloride in tetrahydrofuran

T=-30°C; 16 h; Yield given. Yields of byproduct given;

Nunomoto, Sadaaki; Kawakami, Yuhsuke; Yamashita, Yuya; Takeuchi, Hisato; Eguchi, Shoji

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 111 - 114 Title/Abstract Full Text View citing articles Show Details

48

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77%

in benzene

15 h; Ambient temperatureIrradiation;

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Rx-ID: 2825258 Find similar reactions

Nishio

Journal of Organic Chemistry, 1988 , vol. 53, # 6 p. 1323 - 1326 Title/Abstract Full Text View citing articles Show Details


49

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Rx-ID: 2860919 Find similar reactions

25%

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With tris(triphenylphosphine)ruthenium(II) chloride in 1,4-dioxane

T=180°C; 5 h;

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Tsuji, Yasushi; Huh, Keun-Tae; Watanabe, Yoshihisa

Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1673 - 1680 Title/Abstract Full Text View citing articles Show Details

50

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Rx-ID: 1559811 Find similar reactions

91%

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With tetraethylammonium tosylate in N,N-dimethyl-formamide

electroreduction;

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Shono, Tatsuya; Kashimura, Shigenori; Nogusa, Hideo

Chemistry Letters, 1986 , p. 425 - 428 Title/Abstract Full Text Show Details

51

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Rx-ID: 1606832 Find similar reactions

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With lithium diisopropyl amide

1) diglyme, -78 deg C, 30 min, 2) r.t., 1 h; Yield given. Multistep reaction;

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Ito; Kobayashi; Seko; Saegusa

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 1 p. 73 - 84 Title/Abstract Full Text View citing articles Show Details


52

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Rx-ID: 3757547 Find similar reactions

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9%

With potassium hydroxide; dibenzo-18-crown-6 in sulfolane

1.) 90 deg C, 2 h, 2.) 210 deg C, 3 h.;

Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.

Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, p. 766 - 769 Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 4 p. 872 - 876 Title/Abstract Full Text Show Details

With potassium hydroxide; dibenzo-18-crown-6; methyl iodide

1) sulfolane, 80 deg C, 2h; 2) 80 deg C; Yield given. Multistep reaction;

Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.

Chemistry of Heterocyclic Compounds (New York, NY, United States), 1981 , vol. 17, # 3 p. 268 - 270 Khimiya Geterotsiklicheskikh Soedinenii, 1981 , vol. 17, # 3 p. 365 - 367 Title/Abstract Full Text View citing articles Show Details

53

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Rx-ID: 5427674 Find similar reactions

Suga et al.

Bulletin of the Chemical Society of Japan, 1969 , vol. 42, p. 3606 Chemistry and Industry (London, United Kingdom), 1969 , p. 78 Full Text Show Details

Ito et al.

Journal of the American Chemical Society, 1977 , vol. 99, p. 3532 Full Text View citing articles Show Details

Ciba-Geigy AG

Patent: CH556839DE2257710 , 1974 ; Chem.Abstr., vol. 79, # 67821 Full Text Show Details

Jonczyk; Makosza

Roczniki Chemii, 1975 , vol. 49, p. 1203 Full Text Show Details

Ito et al.

Heterocycles, 1978 , vol. 9, p. 85 Full Text Show Details

Suga et al.

Chemistry and Industry (London, United Kingdom), 1969 , p. 78 Full Text Show Details

Plieninger et al.

Chemische Berichte, 1975 , vol. 108, p. 1776 Full Text Show Details

Santaniello et al.

Synthesis, 1979 , p. 617 Full Text Show Details


54

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Rx-ID: 5427675 Find similar reactions

v. Braun; Bayer Chemische Berichte, 1925 , vol. 58, p. 391 Full Text View citing articles Show Details


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