Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation

Zhengbiao He; Mingyou Hu; Tao Luo; Lingchun Li; Jinbo Hu

doi:10.1002/anie.201206556

Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation

Zhengbiao He
, Mingyou Hu
, Tao Luo
, Lingchun Li
, Jinbo Hu

CAS - Shanghai Institute of Organic Chemistry

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

94 Scopus citations

Abstract

Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF ₂H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl ₂·2 H ₂O), and the resulting product easily undergoes desulfonylation.

Original language	English
Pages (from-to)	11545-11547
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	46
DOIs	https://doi.org/10.1002/anie.201206556
State	Published - 12 Nov 2012
Externally published	Yes

Keywords

allylic compounds
copper
fluorine
homogenous catalysis
synthetic methods

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abstract = "Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF 2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H 2O), and the resulting product easily undergoes desulfonylation.",

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author = "Zhengbiao He and Mingyou Hu and Tao Luo and Lingchun Li and Jinbo Hu",

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T1 - Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids

T2 - An efficient allylic difluoromethylation

AU - He, Zhengbiao

AU - Hu, Mingyou

AU - Luo, Tao

AU - Li, Lingchun

AU - Hu, Jinbo

PY - 2012/11/12

Y1 - 2012/11/12

N2 - Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF 2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H 2O), and the resulting product easily undergoes desulfonylation.

AB - Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF 2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H 2O), and the resulting product easily undergoes desulfonylation.

KW - allylic compounds

KW - copper

KW - fluorine

KW - homogenous catalysis

KW - synthetic methods

UR - https://www.scopus.com/pages/publications/84868549571

U2 - 10.1002/anie.201206556

DO - 10.1002/anie.201206556

M3 - 文章

AN - SCOPUS:84868549571

SN - 1433-7851

VL - 51

SP - 11545

EP - 11547

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 46

ER -

Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation

Abstract

Keywords

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