Zeng Xianghua, Xu Yuhai, Liu Jiawei, Deng Yuanyuan
College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, P.R. China.
Org Lett. 2021 Dec 3;23(23):9058-9062. doi: 10.1021/acs.orglett.1c03305. Epub 2021 Nov 12.
We herein report a novel and more practical approach to prepare -dibromoenones from terminal alkynes, tetrabromomethane (CBr), and water in a single step. Mechanistic studies reveal that the generation of a tribromomethyl radical with the assistance of a persulfate salt (KSO) is essential to this transformation. The reaction features readily available chemicals, a broad substrate scope, a green solvent, and mild reaction conditions, providing an efficient alternative for construction of halogen-substituted enones.
我们在此报告了一种新颖且更实用的方法，可一步从末端炔烃、四溴甲烷（CBr₄）和水制备α,β-二溴烯酮。机理研究表明，在过硫酸盐（K₂S₂O₈）的协助下生成三溴甲基自由基对该转化至关重要。该反应具有化学试剂易得、底物范围广、使用绿色溶剂以及反应条件温和等特点，为构建卤代烯酮提供了一种有效的替代方法。
