Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives
Bin Sun, Rongcheng Shi, Kesheng Zhang, Xiaoli Tang, Xiayue Shi, Jiayun Xu, Jin Wook Yang, Can Jin
Abstract
A novel and green strategy for the synthesis of acylated quinazolinone derivatives via photo-induced decarboxylative cascade radical acylation/cyclization of quinazolinone bearing unactivated alkenes has been developed. The protocol provides a novel route to access acyl radicals from α-keto acids through a self-catalyzed energy transfer process. Most importantly, the reaction proceeded smoothly without any external photocatalyst, additive or oxidant, and could be easily scaled-up in flow conditions with sunlight irradiation.
Topics & Concepts
QuinazolinoneHomolysisChemistryAcylationDecarboxylationPhotocatalysisCombinatorial chemistryOrganic chemistryRadicalCatalysisQuinazolinone synthesis and applicationsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods