Issue 49, 2021

Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

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.

Graphical abstract: Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

Supplementary files

Article information

Article type
Communication
Submitted
07 May 2021
Accepted
18 May 2021
First published
19 May 2021

Chem. Commun., 2021,57, 6050-6053

Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

B. Sun, R. Shi, K. Zhang, X. Tang, X. Shi, J. Xu, J. Yang and C. Jin, Chem. Commun., 2021, 57, 6050 DOI: 10.1039/D1CC02415A

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