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碱促进的1,6-烯炔的多米诺自由基环化反应

Base-promoted domino radical cyclization of 1,6-enynes.

作者信息

Gao Le-Han, Zhang Jun-Yao, Song Si-Zhe, Cao Ting-Ting, Ge Guo-Ping, Li Qiang, Wei Wen-Ting

机构信息

School of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, China.

Institution of Functional Organic Molecules and Materials, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China.

出版信息

Org Biomol Chem. 2019 Sep 7;17(33):7674-7678. doi: 10.1039/c9ob01550g. Epub 2019 Aug 6.

Abstract

A good regioselective, high atom-economical and transition-metal-free method for the synthesis of α-functionalized ether derivatives via the domino radical cyclization of 1,6-enynes is described. A series of α-functionalized ether derivatives could be easily obtained in good yields with wide functional group tolerance by using less toxic and inexpensive CsCO as the base. The control experiment results show that the reaction involves a radical process. This strategy provides a regioselective way toward the formation of dual C-C bonds in one step.

摘要

描述了一种通过1,6-烯炔的多米诺自由基环化反应合成α-官能化醚衍生物的良好区域选择性、高原子经济性且无过渡金属的方法。使用毒性较小且价格低廉的碳酸铯作为碱,可以容易地以良好产率获得一系列具有广泛官能团耐受性的α-官能化醚衍生物。对照实验结果表明该反应涉及自由基过程。该策略提供了一种在一步中区域选择性地形成双C-C键的方法。

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