Palladium-catalyzed oxidative aminocarbonylation by decarboxylative coupling

Synthesis of alkynyl amides

Jinil Hwang, Jinseop Choi, Kyungho Park, Wonyoung Kim, Kwang Ho Song, Sunwoo Lee

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Alkynyl amides were synthesized from a palladium-catalyzed coupling reaction of alkynyl carboxylic acids and amines under carbon monoxide. The reaction was conducted with palladium(II) acetate (5 mol-%) and silver(I) oxide (1.0 equiv.) in acetonitrile at 80 °C for 1 h. This method provides good to moderate product yields and good functional group tolerance towards ketone, ester, and nitrile groups.

Original languageEnglish
Pages (from-to)2235-2243
Number of pages9
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number10
DOIs
Publication statusPublished - 2015

Fingerprint

Nitriles
Palladium
Carbon Monoxide
Carboxylic Acids
Ketones
Silver
Amides
Oxides
Functional groups
amides
Amines
palladium
Esters
nitriles
synthesis
carboxylic acids
ketones
carbon monoxide
acetonitrile
esters

Keywords

  • Alkynes
  • Amides
  • Carbonylation
  • Palladium
  • Synthetic methods

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Palladium-catalyzed oxidative aminocarbonylation by decarboxylative coupling : Synthesis of alkynyl amides. / Hwang, Jinil; Choi, Jinseop; Park, Kyungho; Kim, Wonyoung; Song, Kwang Ho; Lee, Sunwoo.

In: European Journal of Organic Chemistry, Vol. 2015, No. 10, 2015, p. 2235-2243.

Research output: Contribution to journalArticle

Hwang, Jinil ; Choi, Jinseop ; Park, Kyungho ; Kim, Wonyoung ; Song, Kwang Ho ; Lee, Sunwoo. / Palladium-catalyzed oxidative aminocarbonylation by decarboxylative coupling : Synthesis of alkynyl amides. In: European Journal of Organic Chemistry. 2015 ; Vol. 2015, No. 10. pp. 2235-2243.
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AU - Lee, Sunwoo

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