Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes

Hai Jun Tang; Ling Zhi Lin; Chao Feng; Teck Peng Loh

doi:10.1002/anie.201705321

Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes

Hai Jun Tang, Ling Zhi Lin, Chao Feng, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

94 Scopus citations

Abstract

A Pd-catalyzed fluoroarylation of gem-difluoroalkenes with aryl halides is reported. By taking advantage of the in situ generated α-CF₃-benzylsilver intermediates derived from the nucleophilic addition of silver fluoride to gem-difluoroalkenes, this strategy bypasses the use of a strong base, thus enabling a mild and general synthetic method for ready access to non-symmetric α,α-disubstituted trifluoroethane derivatives.

Original language	English
Pages (from-to)	9872-9876
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	33
DOIs	https://doi.org/10.1002/anie.201705321
State	Published - 7 Aug 2017

Keywords

arylation
cross-coupling
fluorination
gem-difluoroalkenes
palladium

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10.1002/anie.201705321

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title = "Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes",

abstract = "A Pd-catalyzed fluoroarylation of gem-difluoroalkenes with aryl halides is reported. By taking advantage of the in situ generated α-CF3-benzylsilver intermediates derived from the nucleophilic addition of silver fluoride to gem-difluoroalkenes, this strategy bypasses the use of a strong base, thus enabling a mild and general synthetic method for ready access to non-symmetric α,α-disubstituted trifluoroethane derivatives.",

keywords = "arylation, cross-coupling, fluorination, gem-difluoroalkenes, palladium",

author = "Tang, {Hai Jun} and Lin, {Ling Zhi} and Chao Feng and Loh, {Teck Peng}",

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T1 - Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes

AU - Tang, Hai Jun

AU - Lin, Ling Zhi

AU - Feng, Chao

AU - Loh, Teck Peng

PY - 2017/8/7

Y1 - 2017/8/7

N2 - A Pd-catalyzed fluoroarylation of gem-difluoroalkenes with aryl halides is reported. By taking advantage of the in situ generated α-CF3-benzylsilver intermediates derived from the nucleophilic addition of silver fluoride to gem-difluoroalkenes, this strategy bypasses the use of a strong base, thus enabling a mild and general synthetic method for ready access to non-symmetric α,α-disubstituted trifluoroethane derivatives.

AB - A Pd-catalyzed fluoroarylation of gem-difluoroalkenes with aryl halides is reported. By taking advantage of the in situ generated α-CF3-benzylsilver intermediates derived from the nucleophilic addition of silver fluoride to gem-difluoroalkenes, this strategy bypasses the use of a strong base, thus enabling a mild and general synthetic method for ready access to non-symmetric α,α-disubstituted trifluoroethane derivatives.

KW - arylation

KW - cross-coupling

KW - fluorination

KW - gem-difluoroalkenes

KW - palladium

UR - http://www.scopus.com/inward/record.url?scp=85026734329&partnerID=8YFLogxK

U2 - 10.1002/anie.201705321

DO - 10.1002/anie.201705321

M3 - 文章

C2 - 28646533

AN - SCOPUS:85026734329

SN - 1433-7851

VL - 56

SP - 9872

EP - 9876

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 33

ER -

Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes

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Keywords

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