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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1625 - 1629

DOI: https://doi.org/10.6023/cjoc201911023

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
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  • College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014

Received date: 2019-11-15

  Revised date: 2020-03-10

  Online published: 2020-03-31

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Abstract

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

Cite this article

Ge Haochen , Du Keying , Sheng Weijian . Synthesis of β,β-Dichloro-α,β-unsaturated Ketones by Trichloro-methyl Radical Addition/Elimination of Enol Silyl Ethers[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1625 -1629 . DOI: 10.6023/cjoc201911023

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