Amidation of unactivated ester derivatives mediated by trifluoroethanol

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

Research output: Contribution to journalArticle

11 Citations (Scopus)

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.
LanguageEnglish
Number of pages12
JournalOrganic and Biomolecular Chemistry
DOIs
Publication statusPublished - 4 Apr 2017

Fingerprint

Trifluoroethanol
Amines
esters
amines
Esters
Derivatives
Amides
integrity
amides
Condensation
condensation
Substrates

Keywords

  • amidation
  • ester derivatives
  • trifluoroethanol
  • chiral integrity
  • catalytic amidation protocol
  • acyclic secondary amines

Cite this

McPherson, Christopher G. ; Caldwell, Nicola ; Jamieson, Craig ; Simpson, Iain ; Watson, Allan J. B. / Amidation of unactivated ester derivatives mediated by trifluoroethanol. In: Organic and Biomolecular Chemistry. 2017.
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Amidation of unactivated ester derivatives mediated by trifluoroethanol. / McPherson, Christopher G.; Caldwell, Nicola; Jamieson, Craig; Simpson, Iain; Watson, Allan J. B.

In: Organic and Biomolecular Chemistry, 04.04.2017.

Research output: Contribution to journalArticle

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AU - McPherson, Christopher G.

AU - Caldwell, Nicola

AU - Jamieson, Craig

AU - Simpson, Iain

AU - Watson, Allan J. B.

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KW - amidation

KW - ester derivatives

KW - trifluoroethanol

KW - chiral integrity

KW - catalytic amidation protocol

KW - acyclic secondary amines

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