Gold(III) (C^N) complex-catalyzed synthesis of propargylamines via a three-component coupling reaction of aldehydes, amines and alkynes

Vanessa Kar Yan Lo, Karen Ka Yan Kung, Man Kin Wong, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

115 Citations (Scopus)

Abstract

Propargylamines are synthesized in high yields via a gold(III) (C^N) complex-catalyzed three-component coupling reaction of aldehydes, amines and alkynes in water at 40 °C. Excellent diastereoselectivities (up to 99:1) have been achieved when chiral prolinol derivatives are employed as the amine component. Notably, the [Au(C^N)Cl2] complex (N^CH = 2-phenylpyridine) could be repeatedly used for 10 reaction cycles, leading to an overall turnover number of 812.
Original languageEnglish
Pages (from-to)583-591
Number of pages9
JournalJournal of Organometallic Chemistry
Volume694
Issue number4
DOIs
Publication statusPublished - 15 Feb 2009

Keywords

  • Gold(III) catalyst
  • Prolinol derivatives
  • Propargylamines
  • Three-component coupling reaction

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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