Stereoselective Synthesis of Z-Fluorostyrene Derivatives via Nickel-Catalyzed Cross-Coupling of gem-Difluorostyrenes with Organozinc Reagents

doi:10.6023/cjoc201807013

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 249-256.DOI: 10.6023/cjoc201807013 Previous Articles Next Articles

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镍催化的偕二氟芳基乙烯与有机锌交叉偶联反应立体选择性合成(Z)-单氟烯烃

张娟, 王碧云, 刘熠森, 曹松

上海市化学生物学(芳香杂环)重点实验室华东理工大学药学院上海 200237

收稿日期:2018-07-06 修回日期:2018-09-05 发布日期:2018-09-18
通讯作者: 曹松 E-mail:scao@ecust.edu.cn
基金资助:
国家自然科学基金（Nos.21472043，21272070）资助项目.

Stereoselective Synthesis of Z-Fluorostyrene Derivatives via Nickel-Catalyzed Cross-Coupling of gem-Difluorostyrenes with Organozinc Reagents

Zhang Juan, Wang Biyun, Liu Yisen, Cao Song

Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology(ECUST), Shanghai 200237

Received:2018-07-06 Revised:2018-09-05 Published:2018-09-18
Contact: 10.6023/cjoc201807013 E-mail:scao@ecust.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21472043, 21272070).

1. Stereoselective Synthesis of Z-Fluorostyrene Derivatives via Nickel-Catalyzed Cross-Coupling of gem-Difluorostyrenes with Organozinc Reagents.PDF(2621KB)

Abstract

An efficient method for the synthesis of various Z-fluorostyrene derivatives via nickel-catalyzed cross-coupling of gem-difluorostyrenes with organozinc reagents with the assistance of LiCl was developed. The reaction proceeds efficiently under mild condition, affording monofluoroalkenes in moderate to good yields. This novel method exhibits good functional group compatibility and excellent stereoselectivity.

Key words: gem-difluorostyrenes, nickel-catalyzed, organozinc reagents, monofluoroalkenes

Cite this article

Zhang Juan, Wang Biyun, Liu Yisen, Cao Song. Stereoselective Synthesis of Z-Fluorostyrene Derivatives via Nickel-Catalyzed Cross-Coupling of gem-Difluorostyrenes with Organozinc Reagents[J]. Chin. J. Org. Chem., 2019, 39(1): 249-256.

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镍催化的偕二氟芳基乙烯与有机锌交叉偶联反应立体选择性合成(Z)-单氟烯烃

Stereoselective Synthesis of Z-Fluorostyrene Derivatives via Nickel-Catalyzed Cross-Coupling of gem-Difluorostyrenes with Organozinc Reagents

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