EFFECT OF OXYGEN SUBSTITUENT IN THE ANILINE PART OF BENZANILIDE ON THE REGIOSELECTIVITY IN DIRECT ARYLATION USING PALLADIUM-PHOSPHINE REAGENTS

摘要

This study investigated the effect of oxygen substituents at the 3'-position in the aniline part of 2-iodobenzanilides on the coupling position in its Pd-assisted direct arylation. Benzanilide with methylenedioxy and acetoxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.