Chinese Journal of Organic Chemistry     Next Articles



任新锋b, 宋小平a, 马影超b, 李亚b   

  1. a 海南师范大学"省部共建-热带药用植物化学"教育部重点实验室 海口 570100;
    b 上海工程技术大学化学化工学院 上海 201620
  • 收稿日期:2019-10-25 修回日期:2019-12-08 出版日期:2020-01-03 发布日期:2020-01-03
  • 通讯作者: 任新锋, 李亚;
  • 基金资助:

A Method for the Synthesis of 1,1-Dichloroalkenes

Ren Xinfengb, Song Xiaopinga, Ma Yingchaob, Li Yab   

  1. 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:2019-10-25 Revised:2019-12-08 Online:2020-01-03 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).

The 1,1-dichloroalkene structural unit is found in many natural products. Also, 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 the 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