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

2013-04-19T00:00:00Z (GMT) by Li Zhang Weibin Wang Renhua Fan
A one-pot synthetic strategy for diarylamines using only aromatic amines as starting materials has been developed. This method involved a PhI(OAc)<sub>2</sub>-induced oxidative dearomatization of <i>N</i>-sulfonyl protected para-substituted anilines, a Bi(OTf)<sub>3</sub>-catalyzed imino exchange reaction between <i>N</i>-sulfonyl cyclohexadienimines and aromatic amines, and a CF<sub>3</sub>COOH/Zn mediated reductive aromatization of the resulting <i>N</i>-aryl cyclohexadienimines.