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Photoinduced, Silver(I)-Mediated Synthesis of Ester-Substituted Fused Quinazolinones via Cascade Alkoxycarbonylation/Cyclization of Heterocycles Bearing Unactivated Alkenes

Hui-Xin Xiao, Panpan Li, Bin Pan, Wu Liang, Fei Du, Yu Yu

2023The Journal of Organic Chemistry22 citationsDOI

Abstract

A new cascade alkoxycarbonylation/cyclization reaction of heterocycle-bearing unactivated alkenes is disclosed. The transformation is mediated by silver carbonate under photoirradiation. This method provides efficient access to pharmaceutically valuable molecules and natural product analogues containing quinazolinone-fused esters. Furthermore, this protocol is compatible with a variety of quinazolinone-bearing unactivated alkenes and alkyloxalyl chlorides that are readily prepared from abundant alcohols and oxalyl chlorides.

Topics & Concepts

QuinazolinoneChemistryNatural productCombinatorial chemistryCascadeOrganic chemistryChromatographyQuinazolinone synthesis and applicationsAdvanced Synthetic Organic ChemistryCatalytic C–H Functionalization Methods
Photoinduced, Silver(I)-Mediated Synthesis of Ester-Substituted Fused Quinazolinones via Cascade Alkoxycarbonylation/Cyclization of Heterocycles Bearing Unactivated Alkenes | Litcius