Continuous flow reactions in water for the synthesis of propargylamines via a metal-free decarboxylative coupling reaction

Bongkyun Jung, Kyungho Park, Kwang Ho Song, Sunwoo Lee

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Abstract A range of propargylamines was synthesized via the metal-free decarboxylative coupling of alkynyl carboxylic acids with amines and paraformaldehyde in water, using a continuous flow reaction system. Aryl- and alkyl-substituted propiolic acids were found to react with secondary amines in the presence of paraformaldehyde, at 140°C in water to give the desired propargylamines in good yield.

Original languageEnglish
Article number46421
Pages (from-to)4697-4700
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number32
DOIs
Publication statusPublished - 2015 Jul 14

Fingerprint

Amines
Metals
Water
Carboxylic Acids
propargylamine
paraform
propiolic acid

Keywords

  • Decarboxylative coupling
  • Flow reaction
  • Metal-free
  • Propargylamine
  • Propiolic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Continuous flow reactions in water for the synthesis of propargylamines via a metal-free decarboxylative coupling reaction. / Jung, Bongkyun; Park, Kyungho; Song, Kwang Ho; Lee, Sunwoo.

In: Tetrahedron Letters, Vol. 56, No. 32, 46421, 14.07.2015, p. 4697-4700.

Research output: Contribution to journalArticle

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N2 - Abstract A range of propargylamines was synthesized via the metal-free decarboxylative coupling of alkynyl carboxylic acids with amines and paraformaldehyde in water, using a continuous flow reaction system. Aryl- and alkyl-substituted propiolic acids were found to react with secondary amines in the presence of paraformaldehyde, at 140°C in water to give the desired propargylamines in good yield.

AB - Abstract A range of propargylamines was synthesized via the metal-free decarboxylative coupling of alkynyl carboxylic acids with amines and paraformaldehyde in water, using a continuous flow reaction system. Aryl- and alkyl-substituted propiolic acids were found to react with secondary amines in the presence of paraformaldehyde, at 140°C in water to give the desired propargylamines in good yield.

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