Method for the Synthesis of 1,1-Dichloroalkenes

doi:10.6023/cjoc201910030

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (5): 1388-1393.DOI: 10.6023/cjoc201910030 Previous Articles Next Articles

一种1,1-二氯烯烃化合物的新合成方法

任新锋^b, 宋小平^a, 马影超^b, 李亚^b

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 发布日期:2020-01-03
通讯作者: 任新锋, 李亚 E-mail:renxf@sues.edu.cn;ya.li@sues.edu.cn
基金资助:
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开放基金（No.2013-6）资助项目.

Method for the Synthesis of 1,1-Dichloroalkenes

Ren Xinfeng^b, Song Xiaoping^a, Ma Yingchao^b, Li Ya^b

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 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).

1. 201388S.pdf(2107KB)

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

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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.

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一种1,1-二氯烯烃化合物的新合成方法

Method for the Synthesis of 1,1-Dichloroalkenes

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