N‐Aryl‐O‐acylhydroxylamines: Preparation by O‐Acylation or N → O Transacylation and Reaction with Amines; Model Reactions for Key Steps Connected with the Carcinogenicity of Aromatic Amines

Publisher Website
Google Scholar
Abstract
That aromatic amines Aryl‐NH2 are carcinogenic is (more or less) common knowledge nowadays. N‐Aryl‐O‐acetylhydroxylamines 2, which are active metabolites thereby, and other O‐acylhydroxylamines of this type have now been prepared by O‐acylation of arylhydroxylamines or by transacylation from the hydroxamine acids 1. The compounds 2 react in vitro as electrophilic aminating reagents with amines as nucleophiles to give hydrazines 3. 2 could react analogously in vivo with binucleophiles like DNA. equation image