Citation: 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 shu

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

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

Corresponding author: Sheng Weijian, swj@zjut.edu.cn
Received Date: 15 November 2019
Revised Date: 10 March 2020
Available Online: 31 March 2020

Figures(1)

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.
- trichloromethyl radical,
- enol silyl ethers,
- β, β-dichloro-α, β-unsaturated
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