1,2-Addition of Sulfur Nucleophiles to the N-Acylated Imine Linkage. A Model Study for the Incorporation of Sulfur Nucleophiles during Metabolism of Acylated Aromatic Amines

Article abstract of DOI:10.1021/jo00300a002

The imine linkage of an acylated quinone imine ketal reacts with ethanethiol to afford an isolable addition product which subsequently rearranges by a facile 1,2-shift to afford an ortho-substituted aromatic amide.