Reaction of β‐Bromo‐β,γ‐unsaturated Pyrroline Nitroxide Aldehydes and Nitriles with Aromatic N,S‐Binucleophiles

Abstract

Reactions of β‐bromo‐β,γ‐unsaturated pyrroline nitroxide aldehyde (1) or nitrile (4) or their diamagnetic forms (5, 6) with 2‐aminothiophenol or 2‐mercaptobenzimidazole were evaluated. The reaction could be reproduced more easily with the application of O‐acetyl derivatives of nitroxides to generate 2‐substituted‐benzothiazole, pyrrolo[3,4‐b]benzo[1,5]tiazepine scaffolds with 2‐aminothiophenol and benzimidazo[2,1‐b]pyrrolo[3,4‐e]‐[1,3]thiazine scaffold with 2‐mercaptobenzimidazole.