Organic & biomolecular chemistry

Electrochemical oxidation of amides of type Ph 2 CHCONHAr

T Golub, JY Becker

Index: Golub, Tatiana; Becker, James Y. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 19 p. 3906 - 3912

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Citation Number: 10

Abstract

Anodic oxidation of N-aryl-2, 2-diphenylacetamides in acetonitrile undergoes three types of bond-cleavage, one between the benzylic carbon and the carbonyl group, the second between a carbonyl and 'N', and the third between the 'N'atom and aryl group. The selectivity of the cleavage and nature of emerged products is highly dependent on the nature of substituent attached to the aryl group. For example, electron-withdrawing groups direct the ...

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