Issue 11, 2024

(NH4)2S2O8 promoted tandem radical cyclization of quinazolin-4(3H)-ones with oxamic acids for the construction of fused quinazolinones under metal-free conditions

Abstract

A novel cascade radical addition/cyclization reaction of non-activated olefins and oxamic acids has been proposed. Under transition metal-free conditions, 36 quinazolinone derivatives containing an amide moiety were successfully synthesized, with the highest yield being 81%. This method involves the preparation of aminoacyl fused quinazolinone derivatives under mild conditions, offering advantages such as a high yield, a broad substrate compatibility, and a high atom economy.

Graphical abstract: (NH4)2S2O8 promoted tandem radical cyclization of quinazolin-4(3H)-ones with oxamic acids for the construction of fused quinazolinones under metal-free conditions

Supplementary files

Article information

Article type
Paper
Submitted
21 Dec 2023
Accepted
30 Jan 2024
First published
31 Jan 2024

Org. Biomol. Chem., 2024,22, 2241-2251

(NH4)2S2O8 promoted tandem radical cyclization of quinazolin-4(3H)-ones with oxamic acids for the construction of fused quinazolinones under metal-free conditions

S. Gao, M. Cai, G. Xu, Q. Jin, X. Wang, L. Xu, L. Wang and L. Dai, Org. Biomol. Chem., 2024, 22, 2241 DOI: 10.1039/D3OB02081A

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