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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 5: 1388 - 1393

DOI: https://doi.org/10.6023/cjoc201910030

Method for the Synthesis of 1,1-Dichloroalkenes

  • Ren Xinfeng ,
  • Song Xiaoping ,
  • Ma Yingchao ,
  • Li Ya
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  • a Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, Haikou 570100;
    b College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620

Received date: 2019-10-25

  Revised date: 2019-12-08

  Online published: 2020-01-03

Supported by

Project supported by the Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University (No. 2013-6).

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Abstract

The 1,1-dichloroalkene structural unit is found in many natural products. 1,1-Dichloroalkenes are important intermediates, which have been widely used in the synthesis of alkynes, halogenated acetylenes and aromatic compounds. In this paper, a new dichloroolefinating reagent, dichloromethyl 2-pyridyl sulfone, was reported. 1,1-Dichloroalkenes can be conveniently obtained from the reaction of dichloromethyl 2-pyridyl sulfone with aromatic aldehydes using t-BuOK as base. This method has the advantage of operational simplicity, usage of easily available reagents and easy purification, which may find applications in organic synthesis.

Key words： dichloromethyl sulfone; 1,1-dichloroalkenes; aromatic aldehydes

Cite this article

Ren Xinfeng , Song Xiaoping , Ma Yingchao , Li Ya . Method for the Synthesis of 1,1-Dichloroalkenes[J]. Chinese Journal of Organic Chemistry, 2020 , 40(5) : 1388 -1393 . DOI: 10.6023/cjoc201910030

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