Regiospecific Benzoylation of Electron-Deficient N-Heterocycles with Methylbenzenes via a Minisci-Type Reaction

J Org Chem. 2015 Jun 5;80(11):5625-32. doi: 10.1021/acs.joc.5b00501. Epub 2015 May 11.

Abstract

A regioselective cross-dehydrogenative coupling between electron-deficient N-heterocycles (isoquinoline, quinolines, and quinoxalines) and methylbenzenes leading to regiospecific C-aroylation has been accomplished using AlCl3 as the catalyst in the presence of oxidant TBHP. This protocol is a practical alternative to the classical Minisci reaction.