Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)

Xinjin Li; Jingwei Zhao; Yunze Wang; Jian Rong; Mingyou Hu; Dingben Chen; Pan Xiao; Chuanfa Ni; Limin Wang; Jinbo Hu

doi:10.1002/asia.201600577

Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF₂CH₃)

Xinjin Li
, Jingwei Zhao
, Yunze Wang
, Jian Rong
, Mingyou Hu
, Dingben Chen
, Pan Xiao
, Chuanfa Ni
, Limin Wang
, Jinbo Hu

East China University of Science and Technology
CAS - Shanghai Institute of Organic Chemistry

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

A new method for the formation of 1,1-difluoroethyl copper species (“CuCF₂CH₃”) with 1,1-difluoroethylsilane (TMSCF₂CH₃) has been developed. The “CuCF₂CH₃” species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF₂CH₃ group(s) into complex molecules.

Original language	English
Pages (from-to)	1789-1792
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	11
Issue number	12
DOIs	https://doi.org/10.1002/asia.201600577
State	Published - 21 Jun 2016
Externally published	Yes

Keywords

1,1-difluoroethyl
arenes
copper
diaryliodonium salts
fluorinated compounds
silanes

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10.1002/asia.201600577

Cite this

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title = "Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)",

abstract = "A new method for the formation of 1,1-difluoroethyl copper species (“CuCF2CH3”) with 1,1-difluoroethylsilane (TMSCF2CH3) has been developed. The “CuCF2CH3” species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF2CH3 group(s) into complex molecules.",

keywords = "1,1-difluoroethyl, arenes, copper, diaryliodonium salts, fluorinated compounds, silanes",

author = "Xinjin Li and Jingwei Zhao and Yunze Wang and Jian Rong and Mingyou Hu and Dingben Chen and Pan Xiao and Chuanfa Ni and Limin Wang and Jinbo Hu",

note = "Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2016",

month = jun,

day = "21",

doi = "10.1002/asia.201600577",

language = "英语",

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journal = "Chemistry - An Asian Journal",

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TY - JOUR

T1 - Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)

AU - Li, Xinjin

AU - Zhao, Jingwei

AU - Wang, Yunze

AU - Rong, Jian

AU - Hu, Mingyou

AU - Chen, Dingben

AU - Xiao, Pan

AU - Ni, Chuanfa

AU - Wang, Limin

AU - Hu, Jinbo

PY - 2016/6/21

Y1 - 2016/6/21

N2 - A new method for the formation of 1,1-difluoroethyl copper species (“CuCF2CH3”) with 1,1-difluoroethylsilane (TMSCF2CH3) has been developed. The “CuCF2CH3” species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF2CH3 group(s) into complex molecules.

AB - A new method for the formation of 1,1-difluoroethyl copper species (“CuCF2CH3”) with 1,1-difluoroethylsilane (TMSCF2CH3) has been developed. The “CuCF2CH3” species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF2CH3 group(s) into complex molecules.

KW - 1,1-difluoroethyl

KW - arenes

KW - copper

KW - diaryliodonium salts

KW - fluorinated compounds

KW - silanes

UR - https://www.scopus.com/pages/publications/84973169017

U2 - 10.1002/asia.201600577

DO - 10.1002/asia.201600577

M3 - 文章

AN - SCOPUS:84973169017

SN - 1861-4728

VL - 11

SP - 1789

EP - 1792

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 12

ER -

Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF₂CH₃)

Abstract

Keywords

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