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(NH)SO促进喹唑啉-4(3)-酮与草氨酸在无金属条件下进行串联自由基环化反应以构建稠合喹唑啉酮。

(NH)SO promoted tandem radical cyclization of quinazolin-4(3)-ones with oxamic acids for the construction of fused quinazolinones under metal-free conditions.

作者信息

Gao Shenyuan, Cai Menglu, Xu Gang, Jin Qiaolin, Wang Xiaozhong, Xu Linze, Wang Lixiang, Dai Liyan

机构信息

Zhejiang Provincial Key Laboratory of Advanced Chemical Engineering Manufacture Technology, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, PR China.

Hangzhou Global Scientific and Technological Innovation Center, Zhejiang University, Hangzhou 310027, PR China.

出版信息

Org Biomol Chem. 2024 Mar 13;22(11):2241-2251. doi: 10.1039/d3ob02081a.

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.

摘要

已提出一种新型的未活化烯烃与草氨酸的串联自由基加成/环化反应。在无过渡金属条件下,成功合成了36个含有酰胺部分的喹唑啉酮衍生物,最高产率为81%。该方法涉及在温和条件下制备氨基酰基稠合喹唑啉酮衍生物,具有产率高、底物兼容性广和原子经济性高的优点。

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