Rhodium-Catalyzed Merging of 2‑Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives

An efficient method
for the synthesis of 2-(o-monofluoroalkenylaryl)­quinazolinone
derivatives was developed. In this context, the quinazolinone ring
served as the inherent directing group, 2,2-difluorovinyl tosylate
was used as the monofluoroolefin synthon, and Rh­(III)-catalyzed C–H
bond difluorovinylation of 2-arylquinazolinons was performed to give
the corresponding monofluoroalkene-containing quinazolinons in yields
of 65–92%. The method is characterized by broad synthetic utility,
mild conditions, and high efficiency.