One-Pot Synthesis of Diarylamines from Two Aromatic Amines via Oxidative Dearomatization–Imino Exchange–Reductive Aromatization

Abstract

A one-pot synthetic strategy for diarylamines using only aromatic amines as starting materials has been developed. This method involved a PhI(OAc)₂-induced oxidative dearomatization of <i>N</i>-sulfonyl protected para-substituted anilines, a Bi(OTf)₃-catalyzed imino exchange reaction between <i>N</i>-sulfonyl cyclohexadienimines and aromatic amines, and a CF₃COOH/Zn mediated reductive aromatization of the resulting <i>N</i>-aryl cyclohexadienimines