The Journal of Organic Chemistry

Aromatization of benzamide 1, 2-oxide and N, N-dimethylbenzamide 1, 2-oxide

FR Busch, GA Berchtold

Index: Busch, Frank R.; Berchtold, Glenn A. Journal of Organic Chemistry, 1985 , vol. 50, # 10 p. 1590 - 1592

Full Text: HTML

Citation Number: 2

Abstract

The mechanisms for aromatization of the title compounds have been investigated through product studies and studies with the deuterium-labeled arene oxides. Results from the primary amide 6 show that the relative amounts of C1-O and Cz-O cleavage under acidic and neutral conditions are similar to those observed previously for the corresponding methyl ester and carboxylic acid derivatives. Aromatization of the cation derived from initial Cz-O ...