Nucleophilic Substitution of gem-Difluoroalkenes with TMSNu Promoted by Catalytic Amounts of Cs2CO3

Nucleophilic Substitution of gem-Difluoroalkenes with TMSNu Promoted by Catalytic Amounts of Cs2CO3
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Cs2CO3 催化量促进 TMSNu 对偕二氟烯烃的亲核取代

DOI:
10.1021/acs.joc.9b00999
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发表时间:
2019
影响因子:
3.6
通讯作者:
Deng Qing Hai
Deng Qing Hai
中科院分区:
化学2区
文献类型:
--
作者:
Jiang Ling Feng;Ren Bing Tao;Li Bin;Zhang Guang Yi;Peng Yi;Guan Zhen Yu;Deng Qing Hai

文献摘要

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开发了与适当的三甲基硅基亲核试剂进行亲核氰化和三氟甲基化反应的高效、实用的方法。催化量的廉价和无毒的Cs2CO3被用来维持足够高的亲核阴离子(CN-或CF3-)浓度,这可以开始催化循环。本方法提供了含有氰基和三氟甲基的各种官能化的单氟烯,具有优良到中等的立体选择性。
The efficient and practical nucleophilic cyanation and trifluoromethylation with appropriate trimethylsilyl nucleophiles were developed. Catalytic amounts of cheap and nontoxic Cs2CO3were used to maintain a sufficiently high concentration of nucleophilic anion (CN–or CF3–) which could begin the catalytic cycle. The present methodologies provide diverse functionalized monofluoroalkenes bearing a cyano and trifluoromethyl group with excellent to moderate stereoselectivities.