Tandem C-C/C-N Bond Formation via Rh(III)-Catalyzed α-Fluoroalkenylation and Sequential Annulation of 2-Arylquinazolinones and gem -Difluorostyrenes.

An efficient method of Rh(III)-catalyzed coupling reaction between 2-arylquinazolinones and gem -difluorostyrenes has been developed. In this work, two diverse structures of monofluoroalkenes and isoindolo[1,2- b ]quinazolin-10(12 H )-one derivatives were respectively synthesized by controlling the amount of additives (Ca(OH) 2 and AgNTf 2 ) to achieve controlled stepwise breaking of the C-F bonds of gem -difluorostyrenes. This reaction has the characteristics of a wide range of substrates and good functional group tolerance. Meanwhile, several control experiments were conducted and a plausible mechanism was proposed.