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Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF<sub>2</sub>H-Substituted Quinazolinones

Xiaoyu Chen, Bo Liu, Congcong Pei, Jingya Li, Dapeng Zou, Yangjie Wu, Yusheng Wu

2021Organic Letters93 citationsDOI

Abstract

A mild and efficient visible-light-induced radical difluoromethylation/cyclization of unactivated alkenes toward the synthesis of substituted quinazolinones with easily accessible difluoromethyltriphenylphosphonium bromide has been developed. The transformation has the advantages of wide functional group compatibility, a broad substrate scope, and operational simplicity. The benign protocol offers a facile access to pharmaceutically valuable difluoromethylated polycyclic quinazolinones.

Topics & Concepts

ChemistryCombinatorial chemistryBromideRadicalCompatibility (geochemistry)Functional groupVisible spectrumRadical cyclizationOrganic chemistryChemical engineeringPhysicsPolymerEngineeringOptoelectronicsFluorine in Organic ChemistryQuinazolinone synthesis and applicationsRadical Photochemical Reactions
Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF<sub>2</sub>H-Substituted Quinazolinones | Litcius