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

doi:10.1016/j.tetlet.2015.06.029

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 journal › Article › peer-review

12 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 language	English
Article number	46421
Pages (from-to)	4697-4700
Number of pages	4
Journal	Tetrahedron Letters
Volume	56
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2015.06.029
Publication status	Published - 2015 Jul 14

Bibliographical note

Publisher Copyright:
© 2015 Elsevier Ltd.

Keywords

Decarboxylative coupling
Flow reaction
Metal-free
Propargylamine
Propiolic acid

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2015.06.029

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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.",

keywords = "Decarboxylative coupling, Flow reaction, Metal-free, Propargylamine, Propiolic acid",

author = "Bongkyun Jung and Kyungho Park and Song, {Kwang Ho} and Sunwoo Lee",

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AU - Jung, Bongkyun

AU - Park, Kyungho

AU - Song, Kwang Ho

AU - Lee, Sunwoo

PY - 2015/7/14

Y1 - 2015/7/14

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.

KW - Decarboxylative coupling

KW - Flow reaction

KW - Metal-free

KW - Propargylamine

KW - Propiolic acid

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U2 - 10.1016/j.tetlet.2015.06.029

DO - 10.1016/j.tetlet.2015.06.029

M3 - Article

AN - SCOPUS:84937636455

SN - 0040-4039

VL - 56

SP - 4697

EP - 4700

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

M1 - 46421

ER -

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

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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