Amidation of unactivated ester derivatives mediated by trifluoroethanol

Christopher G. McPherson; Nicola Caldwell; Craig Jamieson; Iain Simpson; Allan J. B. Watson

doi:10.1039/C7OB00593H

Amidation of unactivated ester derivatives mediated by trifluoroethanol

Christopher G. McPherson, Nicola Caldwell, Craig Jamieson, Iain Simpson, Allan J. B. Watson

School of Chemistry

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

Abstract

A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.

Original language	English
Journal	Organic & Biomolecular Chemistry
Volume	15
Issue number	16
Early online date	4 Apr 2017
DOIs	https://doi.org/10.1039/C7OB00593H
Publication status	Published - 28 Apr 2017

Keywords

Amidation
Ester derivatives
Trifluoroethanol
Chiral integrity
Catalytic amidation protocol
Acyclic secondary amines

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10.1039/C7OB00593H

https://strathprints.strath.ac.uk/60404/

Cite this

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title = "Amidation of unactivated ester derivatives mediated by trifluoroethanol",

abstract = "A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.",

keywords = "Amidation, Ester derivatives, Trifluoroethanol, Chiral integrity, Catalytic amidation protocol, Acyclic secondary amines",

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

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language = "English",

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T1 - Amidation of unactivated ester derivatives mediated by trifluoroethanol

AU - McPherson, Christopher G.

AU - Caldwell, Nicola

AU - Jamieson, Craig

AU - Simpson, Iain

AU - Watson, Allan J. B.

PY - 2017/4/28

Y1 - 2017/4/28

N2 - A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.

AB - A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.

KW - Amidation

KW - Ester derivatives

KW - Trifluoroethanol

KW - Chiral integrity

KW - Catalytic amidation protocol

KW - Acyclic secondary amines

U2 - 10.1039/C7OB00593H

DO - 10.1039/C7OB00593H

M3 - Article

SN - 1477-0520

VL - 15

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

IS - 16

ER -

Amidation of unactivated ester derivatives mediated by trifluoroethanol

Abstract

Keywords

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