TBN-promoted regioselective C–C bond cleavage: a new strategy for the synthesis of unsymmetrically substituted N-aryl oxalamides

Abstract

Intermolecular regioselective C–C and C–O bond cleavage and amination were accomplished using a CuCl₂–TBN system under mild reaction conditions. This protocol represents a simple, efficient and highly functional group compatible method for the synthesis of unsymmetrically substituted N-aryl oxalamides. The present reaction opens an alternative path using H₂O as the source of oxygen for the preparation of N-aryl oxalamides via regioselective C–C and C–O bond cleavage and the formation of two new C–N bonds.