Palladium-catalyzed decarboxylative trifluoroethylation of aryl alkynyl carboxylic acids

Jinil Hwang; Kyungho Park; Juseok Choe; Hongkeun Min; Kwang Ho Song; Sunwoo Lee

doi:10.1021/jo5003032

Palladium-catalyzed decarboxylative trifluoroethylation of aryl alkynyl carboxylic acids

Jinil Hwang, Kyungho Park, Juseok Choe, Hongkeun Min, Kwang Ho Song, Sunwoo Lee

Department of Chemical and Biological Engineering

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

55 Citations (Scopus)

Abstract

A trifluoroethylation of alkynes through a palladium-catalyzed decarboxylative coupling reaction was developed. When alkynyl carboxylic acids and ICH₂CF₃ were allowed to react with [Pd(? ³-allyl)Cl]₂/XantPhos and Cs₂CO₃ in N,N-dimethylformamide (DMF) at 80 °C for 1 h, the desired products were formed in good yields. This catalytic system showed high functional group tolerance.

Original language	English
Pages (from-to)	3267-3271
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	79
Issue number	7
DOIs	https://doi.org/10.1021/jo5003032
Publication status	Published - 2014 Apr 4

ASJC Scopus subject areas

Organic Chemistry

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abstract = "A trifluoroethylation of alkynes through a palladium-catalyzed decarboxylative coupling reaction was developed. When alkynyl carboxylic acids and ICH2CF3 were allowed to react with [Pd(? 3-allyl)Cl]2/XantPhos and Cs2CO3 in N,N-dimethylformamide (DMF) at 80 °C for 1 h, the desired products were formed in good yields. This catalytic system showed high functional group tolerance.",

author = "Jinil Hwang and Kyungho Park and Juseok Choe and Hongkeun Min and Song, {Kwang Ho} and Sunwoo Lee",

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T1 - Palladium-catalyzed decarboxylative trifluoroethylation of aryl alkynyl carboxylic acids

AU - Hwang, Jinil

AU - Park, Kyungho

AU - Choe, Juseok

AU - Min, Hongkeun

AU - Song, Kwang Ho

AU - Lee, Sunwoo

PY - 2014/4/4

Y1 - 2014/4/4

N2 - A trifluoroethylation of alkynes through a palladium-catalyzed decarboxylative coupling reaction was developed. When alkynyl carboxylic acids and ICH2CF3 were allowed to react with [Pd(? 3-allyl)Cl]2/XantPhos and Cs2CO3 in N,N-dimethylformamide (DMF) at 80 °C for 1 h, the desired products were formed in good yields. This catalytic system showed high functional group tolerance.

AB - A trifluoroethylation of alkynes through a palladium-catalyzed decarboxylative coupling reaction was developed. When alkynyl carboxylic acids and ICH2CF3 were allowed to react with [Pd(? 3-allyl)Cl]2/XantPhos and Cs2CO3 in N,N-dimethylformamide (DMF) at 80 °C for 1 h, the desired products were formed in good yields. This catalytic system showed high functional group tolerance.

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U2 - 10.1021/jo5003032

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 7

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Palladium-catalyzed decarboxylative trifluoroethylation of aryl alkynyl carboxylic acids

Abstract

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