Nickel-catalyzed α-arylation of zinc enolates with polyfluoroarenes via C-F bond activation under neutral conditions

Daohong Yu; Chang Sheng Wang; Cheng Yao; Qilong Shen; Long Lu

doi:10.1021/ol502499q

Nickel-catalyzed α-arylation of zinc enolates with polyfluoroarenes via C-F bond activation under neutral conditions

Daohong Yu, Chang Sheng Wang, Cheng Yao, Qilong Shen, Long Lu

CAS - Shanghai Institute of Organic Chemistry

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

41 Scopus citations

Abstract

The first nickel-catalyzed α-arylation of 2-(polyfluorophenyl) pyridine with zinc enolates of esters or amides via C-F bond activation under neutral conditions is described. A variety of functional groups such as ester, amide, ether, and amine were tolerated. This method provides a simple and useful tool to synthesize fluorinated α-aryl carboxylic acids and α-aryl amides that are important intermediates for drug discovery.

Original language	English
Pages (from-to)	5544-5547
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	21
DOIs	https://doi.org/10.1021/ol502499q
State	Published - 7 Nov 2014

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10.1021/ol502499q

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title = "Nickel-catalyzed α-arylation of zinc enolates with polyfluoroarenes via C-F bond activation under neutral conditions",

abstract = "The first nickel-catalyzed α-arylation of 2-(polyfluorophenyl) pyridine with zinc enolates of esters or amides via C-F bond activation under neutral conditions is described. A variety of functional groups such as ester, amide, ether, and amine were tolerated. This method provides a simple and useful tool to synthesize fluorinated α-aryl carboxylic acids and α-aryl amides that are important intermediates for drug discovery.",

author = "Daohong Yu and Wang, {Chang Sheng} and Cheng Yao and Qilong Shen and Long Lu",

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T1 - Nickel-catalyzed α-arylation of zinc enolates with polyfluoroarenes via C-F bond activation under neutral conditions

AU - Yu, Daohong

AU - Wang, Chang Sheng

AU - Yao, Cheng

AU - Shen, Qilong

AU - Lu, Long

PY - 2014/11/7

Y1 - 2014/11/7

N2 - The first nickel-catalyzed α-arylation of 2-(polyfluorophenyl) pyridine with zinc enolates of esters or amides via C-F bond activation under neutral conditions is described. A variety of functional groups such as ester, amide, ether, and amine were tolerated. This method provides a simple and useful tool to synthesize fluorinated α-aryl carboxylic acids and α-aryl amides that are important intermediates for drug discovery.

AB - The first nickel-catalyzed α-arylation of 2-(polyfluorophenyl) pyridine with zinc enolates of esters or amides via C-F bond activation under neutral conditions is described. A variety of functional groups such as ester, amide, ether, and amine were tolerated. This method provides a simple and useful tool to synthesize fluorinated α-aryl carboxylic acids and α-aryl amides that are important intermediates for drug discovery.

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U2 - 10.1021/ol502499q

DO - 10.1021/ol502499q

M3 - 文章

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SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

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ER -

Nickel-catalyzed α-arylation of zinc enolates with polyfluoroarenes via C-F bond activation under neutral conditions

Abstract

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