有机化学 ›› 2020, Vol. 40 ›› Issue (6): 1625-1629.DOI: 10.6023/cjoc201911023 上一篇    下一篇

所属专题: 有机硅化学合辑

研究论文

烯醇硅醚经三氯甲基自由基加成串联消除反应合成β,β-二氯-α,β-不饱和酮

葛浩程, 杜科莹, 盛卫坚   

  1. 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2019-11-15 修回日期:2020-03-10 发布日期:2020-03-31
  • 通讯作者: 盛卫坚 E-mail:swj@zjut.edu.cn

Synthesis of β,β-Dichloro-α,β-unsaturated Ketones by Trichloro-methyl Radical Addition/Elimination of Enol Silyl Ethers

Ge Haochen, Du Keying, Sheng Weijian   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2019-11-15 Revised:2020-03-10 Published:2020-03-31

以二叔丁基过氧化物(DTBP)作氧化剂,氯仿或四氯化碳作三氯甲基自由基源及反应溶剂,由芳酮衍生的烯醇硅醚经自由基加成串联消除反应合成了ββ-二氯-αβ-不饱和酮,反应无需金属催化剂,条件温和,烯醇硅醚底物具有良好的普适性.

关键词: 三氯甲基自由基, 烯醇硅醚, β,β-二氯-α,β-不饱和酮

Using di-tert-butyl peroxide (DTBP) as oxidant, chloroform or carbon tetrachloride as trichloromethyl radical source and reaction solvent, enol silyl ethers derived from aryl ketone was transferred to β,β-dichloro-α,β-unsaturated ketone by trichloromethyl radical addition/elimination. The conditions are mild with avoiding the use of metal catalysts, and the enol silyl ethers substrate has good universality.

Key words: trichloromethyl radical, enol silyl ethers, β,β-dichloro-α,β-unsaturated