S N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes

Meng Meng Sun; Haidong Liu; Chuan Zhu; Chao Feng

doi:10.1055/a-1653-2685

S _N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes

Meng Meng Sun, Haidong Liu, Chuan Zhu, Chao Feng

化学与分子工程学院

Nanjing Tech University

科研成果: 期刊稿件 › 文章 › 同行评审

4 引用（Scopus）

摘要

An SN2? defluorinative allylation of trifluoromethylalkenes with readily available allylsilanes to access homoallyl gem-difluoroalkenes is reported. The reaction is triggered by a catalytic amount of TBAF, with the extruded fluoride in the reaction serving as a sustainable activator for organosilanes. The high efficiency, good functional group tolerance, and mild reaction conditions underline the potential of this method in synthetic chemistry.

源语言	英语
文章编号	ss-2021-z1520-fa
页（从-至）	1108-1114
页数	7
期刊	Synthesis (Germany)
卷	54
期	4
DOI	https://doi.org/10.1055/a-1653-2685
出版状态	已出版 - 11 11月 2021

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10.1055/a-1653-2685

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title = "S N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes",

abstract = "An SN2? defluorinative allylation of trifluoromethylalkenes with readily available allylsilanes to access homoallyl gem-difluoroalkenes is reported. The reaction is triggered by a catalytic amount of TBAF, with the extruded fluoride in the reaction serving as a sustainable activator for organosilanes. The high efficiency, good functional group tolerance, and mild reaction conditions underline the potential of this method in synthetic chemistry.",

keywords = "C-F bond cleavage, allylation, allylsilane, gem-difluoroalkene, trifluoromethylalkene",

author = "Sun, {Meng Meng} and Haidong Liu and Chuan Zhu and Chao Feng",

year = "2021",

month = nov,

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doi = "10.1055/a-1653-2685",

language = "英语",

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T1 - S N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes

AU - Sun, Meng Meng

AU - Liu, Haidong

AU - Zhu, Chuan

AU - Feng, Chao

PY - 2021/11/11

Y1 - 2021/11/11

N2 - An SN2? defluorinative allylation of trifluoromethylalkenes with readily available allylsilanes to access homoallyl gem-difluoroalkenes is reported. The reaction is triggered by a catalytic amount of TBAF, with the extruded fluoride in the reaction serving as a sustainable activator for organosilanes. The high efficiency, good functional group tolerance, and mild reaction conditions underline the potential of this method in synthetic chemistry.

AB - An SN2? defluorinative allylation of trifluoromethylalkenes with readily available allylsilanes to access homoallyl gem-difluoroalkenes is reported. The reaction is triggered by a catalytic amount of TBAF, with the extruded fluoride in the reaction serving as a sustainable activator for organosilanes. The high efficiency, good functional group tolerance, and mild reaction conditions underline the potential of this method in synthetic chemistry.

KW - C-F bond cleavage

KW - allylation

KW - allylsilane

KW - gem-difluoroalkene

KW - trifluoromethylalkene

UR - http://www.scopus.com/inward/record.url?scp=85119514369&partnerID=8YFLogxK

U2 - 10.1055/a-1653-2685

DO - 10.1055/a-1653-2685

M3 - 文章

AN - SCOPUS:85119514369

SN - 0039-7881

VL - 54

SP - 1108

EP - 1114

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 4

M1 - ss-2021-z1520-fa

ER -

S N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes

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S _N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes