Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol

Nicola Caldwell; Craig Jamieson; Iain Simpson; Allan J B Watson

doi:10.1039/c5cc02895g

Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol

Nicola Caldwell, Craig Jamieson^*, Iain Simpson, Allan J B Watson

^*Corresponding author for this work

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Abstract

A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.

Original language	English
Pages (from-to)	9495-9498
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	46
Early online date	8 May 2015
DOIs	https://doi.org/10.1039/c5cc02895g
Publication status	Published - 11 Jun 2015

Keywords

catalysis
trifluoroethanol
catalytic amidation

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10.1039/c5cc02895g

Caldwell-etal-CC-2015-Catalytic-amidation-of-unactivated-ester-derivativesAccepted author manuscript, 895 KB

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title = "Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol",

abstract = "A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.",

keywords = "catalysis, trifluoroethanol, catalytic amidation",

author = "Nicola Caldwell and Craig Jamieson and Iain Simpson and Watson, {Allan J B}",

year = "2015",

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AU - Caldwell, Nicola

AU - Jamieson, Craig

AU - Simpson, Iain

AU - Watson, Allan J B

PY - 2015/6/11

Y1 - 2015/6/11

N2 - A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.

AB - A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.

KW - catalysis

KW - trifluoroethanol

KW - catalytic amidation

UR - http://www.scopus.com/inward/record.url?scp=84930224803&partnerID=8YFLogxK

U2 - 10.1039/c5cc02895g

DO - 10.1039/c5cc02895g

M3 - Article

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VL - 51

SP - 9495

EP - 9498

JO - Chemical Communications

JF - Chemical Communications

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Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol

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Craig Jamieson

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Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol

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Craig Jamieson

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