Palladium-catalyzed direct C-H arylation of enamides with simple arenes

Sreekumar Pankajakshan; Yun He Xu; Jun Kee Cheng; Man Ting Low; Teck Peng Loh

doi:10.1002/anie.201109247

Palladium-catalyzed direct C-H arylation of enamides with simple arenes

Sreekumar Pankajakshan, Yun He Xu, Jun Kee Cheng, Man Ting Low, Teck Peng Loh

Chemistry

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

Abstract

Z only: An atom-economical synthetic route towards arylated Z-enamides through double C-H functionalization is described. The Z/E selectivity of the palladium-catalyzed monoarylation is absolute (step A in scheme), and the molecular complexity of the products can be further endowed by a sequential second arylation, which requires the use of trifluoracetic acid (TFA; step B).

Original language	English (US)
Pages (from-to)	5701-5705
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	23
DOIs	https://doi.org/10.1002/anie.201109247
State	Published - Jun 4 2012

Keywords

C-H functionalization
arylation
enamides
palladium
synthetic methods

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201109247

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abstract = "Z only: An atom-economical synthetic route towards arylated Z-enamides through double C-H functionalization is described. The Z/E selectivity of the palladium-catalyzed monoarylation is absolute (step A in scheme), and the molecular complexity of the products can be further endowed by a sequential second arylation, which requires the use of trifluoracetic acid (TFA; step B).",

keywords = "C-H functionalization, arylation, enamides, palladium, synthetic methods",

author = "Sreekumar Pankajakshan and Xu, {Yun He} and Cheng, {Jun Kee} and Low, {Man Ting} and Loh, {Teck Peng}",

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AU - Pankajakshan, Sreekumar

AU - Xu, Yun He

AU - Cheng, Jun Kee

AU - Low, Man Ting

AU - Loh, Teck Peng

PY - 2012/6/4

Y1 - 2012/6/4

N2 - Z only: An atom-economical synthetic route towards arylated Z-enamides through double C-H functionalization is described. The Z/E selectivity of the palladium-catalyzed monoarylation is absolute (step A in scheme), and the molecular complexity of the products can be further endowed by a sequential second arylation, which requires the use of trifluoracetic acid (TFA; step B).

AB - Z only: An atom-economical synthetic route towards arylated Z-enamides through double C-H functionalization is described. The Z/E selectivity of the palladium-catalyzed monoarylation is absolute (step A in scheme), and the molecular complexity of the products can be further endowed by a sequential second arylation, which requires the use of trifluoracetic acid (TFA; step B).

KW - C-H functionalization

KW - arylation

KW - enamides

KW - palladium

KW - synthetic methods

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Palladium-catalyzed direct C-H arylation of enamides with simple arenes

Abstract

Keywords

ASJC Scopus subject areas

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