2.1 Single ≡– (C2–C6)

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9 reactions in Reaxys

2016-06-12 07h:15m:50s (EST)

ALH

1. Query

* HN ALH

Search as: As drawn, No mixtures

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NH

NH

Si

Rx-ID: 41204492 View in Reaxys 1/9 Yield 0.153 g

Conditions & References With tetrabutyl ammonium fluoride in tetrahydrofuran, T= 0 °C , Inert atmosphere lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys O

H N

H 2N Si

Rx-ID: 41204552 View in Reaxys 2/9 Yield

Conditions & References With sodium tetrahydroborate in methanol, Time= 6h, T= 20 °C , Inert atmosphere lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

Br

NH

I

Rx-ID: 41204468 View in Reaxys 3/9 Yield

Conditions & References Reaction Steps: 5 1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 20 °C / |Inert atmosphere 2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / |Inert atmosphere 2.2: 2 h / -78 - 20 °C / |Inert atmosphere 3.1: pyridinium chlorochromate / dichloromethane / |Inert atmosphere 4.1: titanium(IV) isopropylate / methanol / |Inert atmosphere 4.2: |Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / |Inert atmosphere With titanium(IV) isopropylate, bis-triphenylphosphine-palladium(II) chloride, copper(l) iodide, tetrabutyl ammonium fluoride, tert.-butyl lithium, triethylamine, pyridinium chlorochromate in tetrahydrofuran, methanol, dichloromethane, pentane, 1.1: |Sonogashira Cross-Coupling lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Br NH

Si

Rx-ID: 41204475 View in Reaxys 4/9 Yield

Conditions & References Reaction Steps: 4 1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / |Inert atmosphere 1.2: 2 h / -78 - 20 °C / |Inert atmosphere 2.1: pyridinium chlorochromate / dichloromethane / |Inert atmosphere 3.1: titanium(IV) isopropylate / methanol / |Inert atmosphere 3.2: |Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / |Inert atmosphere With titanium(IV) isopropylate, tetrabutyl ammonium fluoride, tert.-butyl lithium, pyridinium chlorochromate in tetrahydrofuran, methanol, dichloromethane, pentane lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

Si

NH OH

Rx-ID: 41204482 View in Reaxys 5/9 Yield

Conditions & References Reaction Steps: 3 1.1: pyridinium chlorochromate / dichloromethane / |Inert atmosphere 2.1: titanium(IV) isopropylate / methanol / |Inert atmosphere 2.2: |Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / |Inert atmosphere With titanium(IV) isopropylate, tetrabutyl ammonium fluoride, pyridinium chlorochromate in tetrahydrofuran, methanol, dichloromethane lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

O

NH

Si

Rx-ID: 41204486 View in Reaxys 6/9 Yield

Conditions & References Reaction Steps: 2 1.1: titanium(IV) isopropylate / methanol / |Inert atmosphere 1.2: |Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / |Inert atmosphere With titanium(IV) isopropylate, tetrabutyl ammonium fluoride in tetrahydrofuran, methanol

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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2016-06-12 07:23:10


lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys H N

Br

O

Rx-ID: 41204505 View in Reaxys 7/9 Yield

Conditions & References Reaction Steps: 4 1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 100 °C / |Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C / |Inert atmosphere 2.2: 20 °C / |Inert atmosphere 3.1: hydrochlorid acid; water / tetrahydrofuran / 80 °C / |Inert atmosphere 4.1: sodium tetrahydroborate / methanol / 6 h / 20 °C / |Inert atmosphere With hydrochlorid acid, bis-triphenylphosphine-palladium(II) chloride, sodium tetrahydroborate, copper(l) iodide, nbutyllithium, water, triethylamine in tetrahydrofuran, methanol, hexane, 1.1: |Sonogashira Cross-Coupling / 2.2: |Wittig Olefination lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys O

H N

Si

Rx-ID: 41204526 View in Reaxys 8/9 Yield

Conditions & References Reaction Steps: 3 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C / |Inert atmosphere 1.2: 20 °C / |Inert atmosphere 2.1: hydrochlorid acid; water / tetrahydrofuran / 80 °C / |Inert atmosphere 3.1: sodium tetrahydroborate / methanol / 6 h / 20 °C / |Inert atmosphere With hydrochlorid acid, sodium tetrahydroborate, n-butyllithium, water in tetrahydrofuran, methanol, hexane, 1.2: | Wittig Olefination lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

H N Si O

Rx-ID: 41204714 View in Reaxys 9/9 Yield

Conditions & References Reaction Steps: 2 1: hydrochlorid acid; water / tetrahydrofuran / 80 °C / |Inert atmosphere 2: sodium tetrahydroborate / methanol / 6 h / 20 °C / |Inert atmosphere With hydrochlorid acid, sodium tetrahydroborate, water in tetrahydrofuran, methanol

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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2016-06-12 07:23:10


lvarez-Prez, Andrea; Gonzlez-Rodrguez, Carlos; Garca-Yebra, Cristina; Varela, Jess A.; Oate, Enrique; Esteruelas, Miguel A.; Sa, Carlos; Angewandte Chemie - International Edition; vol. 54; nb. 45; (2015); p. 13357 - 13361; Angew. Chem.; vol. 127; nb. 45; (2015); p. 13555 - 13559,5 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

5/5

2016-06-12 07:23:10


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