e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Tetrahedron letters

Organocerium reactions of benzamides and thiobenzamides: A direct synthesis of tertiary carbinamines

DJ Calderwood, RV Davies, P Rafferty, HL Twigger…

Index: Calderwood, David J.; Davies, Roy V.; Rafferty, Paul; Twigger, Helen L.; Whelan, Helen M. Tetrahedron Letters, 1997 , vol. 38, # 7 p. 1241 - 1244

Full Text: HTML

Citation Number: 18

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... A simple and efficient process has been developed for the direct conversion of benzamides and thiobenzamides into tertiary carbinamines. A synthesis of benzonitriles from simple benzamides and a thiobenzamide is also described. ... Reaction of MeCeCl 2 with simple benzamides ...

2-Naphthamide Structure

cerium,dichloromethane Structure

cerium,dichloro...

~0%

2-Naphthonitrile Structure

2-Naphthonitrile

(1-METHYL-1-(NAPHTH-2-YL)ETHYL)AMINE Structure

(1-METHYL-1-(NA...

cerium,dichloromethane Structure

cerium,dichloro...

4-Chlorobenzenecarbothioamide Structure

4-Chlorobenzene...

~0%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

2-(4-Chlorophenyl)-2-propanamine Structure

2-(4-Chlorophen...

cerium,dichloromethane Structure

cerium,dichloro...

4-Chlorobenzamide Structure

4-Chlorobenzamide

~0%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

2-(4-Chlorophenyl)-2-propanamine Structure

2-(4-Chlorophen...

2-Methoxybenzamide Structure

2-Methoxybenzamide

~20%

2-Methoxybenzonitrile Structure

2-Methoxybenzon...

1-(2-Methoxyphenyl)propane-2-amine Structure

1-(2-Methoxyphe...

2-Methoxybenzamide Structure

2-Methoxybenzamide

cerium,dichloromethane Structure

cerium,dichloro...

~72%

2-Methoxybenzonitrile Structure

2-Methoxybenzon...

1-(2-Methoxyphenyl)propane-2-amine Structure

1-(2-Methoxyphe...

4-Methoxybenzenecarbothioamide Structure

4-Methoxybenzen...

cerium,dichloromethane Structure

cerium,dichloro...

~0%

2-(4-Methoxyphenyl)-2-propanamine Structure

2-(4-Methoxyphe...

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

4-Methoxybenzamide Structure

4-Methoxybenzamide

cerium,dichloromethane Structure

cerium,dichloro...

~0%

2-(4-Methoxyphenyl)-2-propanamine Structure

2-(4-Methoxyphe...

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

2-Methoxybenzamide Structure

2-Methoxybenzamide

cerium,dichloromethane Structure

cerium,dichloro...

~0%

2-Methoxybenzonitrile Structure

2-Methoxybenzon...

1-(2-Methoxyphenyl)propane-2-amine Structure

1-(2-Methoxyphe...

2-Naphthamide Structure

cerium,dichloromethane Structure

cerium,dichloro...

~66%

2-Naphthonitrile Structure

2-Naphthonitrile

(1-METHYL-1-(NAPHTH-2-YL)ETHYL)AMINE Structure

(1-METHYL-1-(NA...

cerium,dichloromethane Structure

cerium,dichloro...

4-Methylbenzamide Structure

4-Methylbenzamide

~58%

1-methyl-1-p-tolylethylamine Structure

1-methyl-1-p-to...

p-Tolunitrile Structure

cerium,dichloromethane Structure

cerium,dichloro...

4-Methylbenzamide Structure

4-Methylbenzamide

~0%

1-methyl-1-p-tolylethylamine Structure

1-methyl-1-p-to...

p-Tolunitrile Structure

cerium,dichloromethane Structure

cerium,dichloro...

4-Chlorobenzenecarbothioamide Structure

4-Chlorobenzene...

~84%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

2-(4-Chlorophenyl)-2-propanamine Structure

2-(4-Chlorophen...

cerium,dichloromethane Structure

cerium,dichloro...

4-Chlorobenzamide Structure

4-Chlorobenzamide

~67%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

2-(4-Chlorophenyl)-2-propanamine Structure

2-(4-Chlorophen...

4-Methoxybenzenecarbothioamide Structure

4-Methoxybenzen...

cerium,dichloromethane Structure

cerium,dichloro...

~75%

2-(4-Methoxyphenyl)-2-propanamine Structure

2-(4-Methoxyphe...

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

4-Methoxybenzamide Structure

4-Methoxybenzamide

cerium,dichloromethane Structure

cerium,dichloro...

~69%

2-(4-Methoxyphenyl)-2-propanamine Structure

2-(4-Methoxyphe...

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

cerium,dichloromethane Structure

cerium,dichloro...

Benzamide Structure

~73%

Benzonitrile Structure

2-Phenyl-2-propanamine Structure

2-Phenyl-2-prop...

cerium,dichloromethane Structure

cerium,dichloro...

Thiobenzamide Structure

~66%

Benzonitrile Structure

2-Phenyl-2-propanamine Structure

2-Phenyl-2-prop...

Rational catalysis design on the basis of mechanistic unders...

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Copper (I)??Mediated Cyanation of Boronic Acids

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Copper (I)??Mediated Cyanation of Boronic Acids

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One-pot synthesis of nitriles from aldehydes under microwave...

[Tetrahedron, , vol. 55, # 46 p. 13265 - 13268]