Continuous flow reactions in water for the synthesis of propargylamines via a metal-free decarboxylative coupling reaction. Issue 32 (5th August 2015)

• Record Type: Journal Article
• Authors: Jung, Bongkyun; Park, Kyungho; Song, Kwang Ho; Lee, Sunwoo
• Is Part Of: Tetrahedron letters. Volume 56:Issue 32(2015)
• Page Start: 4697
• Page End: 4700
• Publication Date: 2015-08-05
• Subjects: Flow reaction -- Decarboxylative coupling -- Propargylamine -- Metal-free -- Propiolic acid; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.06.029
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical 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. 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.