Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

Abstract

A straightforward Rh(III)-catalyzed general strategy was developed for the introduction of naphthol/phenol moieties to the C(sp³)–H bond of 8-methylquinoline using diazonaphthalen-2(1H)-ones/quinone diazides. The developed method was further extended towards the arylation of 8-formylquinolines to accomplish diarylketone derivatives. The method is simple, relatively rapid, and chemo and regioselective with a wide scope and functional group tolerance. The synthetic utility was established through gram-scale synthesis and biologically active molecule construction.