Metal‐Free, Hindered, Regioselective Access to Multifunctional Groups Diarylamines via SNAr Substitution of P‐Nitroso Aromatic Methyl Ether by Arylamines

Abstract

AbstractMultifunctional groups diarylamines, an innovative product, efficiently produced from arylamines and p‐nitrosoanisole derivatives by intermolecular SNAr under weak acid conditions. This SNAr proceeds under mild reaction conditions, and more significantly, the substrates involved do not necessarily require strong electron‐withdrawing groups. Moreover, this SNAr is characterized by resistance to space crowding, tolerance to halogen and nitroso functional groups, and high regioselectivity. Mechanistic observations suggest that the SNAr is the result of the transfer of the positive charge center of the protonated nitroso group to the p‐methoxy group.