Rhodium(III)-Catalyzed Regioselective C3-H Acylmethylation of [2,2'-Bipyridine]-6-carboxamides with Sulfoxonium Ylides.

Abstract

A rhodium(III)-catalyzed C-H acylmethylation of tridentate [2,2'-bipyridine]-6-carboxamides was developed. A variety of [2,2'-bipyridine]-6-carboxamides could be monoalkylated exclusively at the C3 position with sulfoxonium ylides as carbene precursors, giving 3-alkylated products in high yields. This protocol proceeds through a rollover cyclometalation pathway, has a broad range scope of substrates, and exhibits excellent functional group tolerance.