Synthesis of Aryl Naphthoquinones and Maleimides via Pd(II)-Catalyzed Template-Assisted m-C(sp2)-H Functionalization Reaction.

ABSTRACT

An efficient approach for the synthesis of substituted aryl naphthoquinones via a Pd(II)-catalyzed template-assisted m-C(sp2)-H bond functionalization reaction of arylmethane sulfonates have been demonstrated. The method involves usage of less expensive and abundant pharmacologically important scaffold naphthoquinone. A wide range of arylmethane sulfonates were examined and found to be compatible with the protocol. The protocol has also been further extended to the synthesis of various substituted aryl maleimide scaffolds. A plausible reaction mechanism has also been proposed to account for the selective distal m-C(sp2)-H bond functionalization reaction.