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在无外加氧化剂和光催化剂条件下,通过光诱导的偕氢脱羧酰化/环化反应,实现了未活化烯烃与α-酮酸的反应,得到了喹唑啉酮衍生物。

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

机构信息

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, P. R. China.

College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, P. R. China.

出版信息

Chem Commun (Camb). 2021 Jun 17;57(49):6050-6053. doi: 10.1039/d1cc02415a.

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.

摘要

一种通过光诱导去羧基级联自由基酰化/环化含未活化烯烃的喹唑啉酮来合成酰化喹唑啉酮衍生物的新颖绿色策略已经被开发出来。该方案提供了一种通过自催化能量转移过程从α-酮酸中获得酰基自由基的新途径。最重要的是,该反应在没有任何外部光催化剂、添加剂或氧化剂的情况下顺利进行,并且可以在阳光照射下通过流动条件很容易地放大规模。

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