Regioselective C–H bond functionalizations of acridines using organozinc reagents

Abstract

Despite the recent advance in C–H bond functionalization chemistry, the C–H bonds in the acridine ring system, which is an important scaffold in medicinal and material science, have met with limited success, due, in part, to the lack of activated C–H bonds adjacent to the ring nitrogen atom. Herein, several protocols that can effect the regioselective arylation and alkylation of acridines at the C-4 and C-9 positions are described.