Guo Ya-Min, Wang Hao, Yang Jin-Rong, Chen Qiang, Cao Cheng, Chen Jian-Zhong
College of Pharmaceutical Sciences, Zhejiang University, 866 Yuhangtang Rd., Hangzhou 310058, Zhejiang, China.
Polytechnic Institute, Zhejiang University, 269 Shixiang Rd., Hangzhou 310015, Zhejiang, China.
J Org Chem. 2023 Aug 4;88(15):10448-10459. doi: 10.1021/acs.joc.2c03050. Epub 2023 Jul 17.
An efficient radical cascade cyclization of unactivated alkenes toward the synthesis of a series of ring-fused quinazolinones has been developed in moderate to excellent yields using commercially available ethers, alkanes, and alcohols, respectively, under a base-free condition in a short time without a transition metal as catalyst. Notably, the transformations can be carried out with the advantages of a broad substrate scope and high atomic economy. Density functional theory calculations and wavefunction analyses were performed to elucidate the radical reaction mechanism.
在无碱条件下,以市售的醚、烷烃和醇分别作为反应物,在短时间内无需过渡金属催化剂,开发了一种有效的未活化烯烃自由基串联环化反应,用于合成一系列稠环喹唑啉酮,产率中等至优异。值得注意的是,该转化反应具有底物范围广和原子经济性高的优点。进行了密度泛函理论计算和波函数分析以阐明自由基反应机理。