A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions

A solvent-free process is described for the synthesis of tailor-made molecules from a one-pot, two-step approach combining aza-Michael addition and photoinduced copper(i) catalysed azide–alkyne (photo-CuAAC) reactions. After the first reaction between an amine and an acrylate, cycloaddition between...

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Autores principales: Yin, Boyang, Croutxé-Barghorn, Céline, Delaite, Christelle, Allonas, Xavier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060615/
https://www.ncbi.nlm.nih.gov/pubmed/35514625
http://dx.doi.org/10.1039/c8ra10011j
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author Yin, Boyang
Croutxé-Barghorn, Céline
Delaite, Christelle
Allonas, Xavier
author_facet Yin, Boyang
Croutxé-Barghorn, Céline
Delaite, Christelle
Allonas, Xavier
author_sort Yin, Boyang
collection PubMed
description A solvent-free process is described for the synthesis of tailor-made molecules from a one-pot, two-step approach combining aza-Michael addition and photoinduced copper(i) catalysed azide–alkyne (photo-CuAAC) reactions. After the first reaction between an amine and an acrylate, cycloaddition between an azide and an alkyne is activated by light irradiation in the presence of a copper complex. The kinetics of the aza-Michael addition and photo-CuAAC reaction were investigated by liquid state (1)H NMR spectroscopy and real-time Fourier transform infrared spectroscopy. This new process represents a well-defined spatio-temporal pathway to the synthesis of bespoke intermediate molecules for various applications.
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spelling pubmed-90606152022-05-04 A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions Yin, Boyang Croutxé-Barghorn, Céline Delaite, Christelle Allonas, Xavier RSC Adv Chemistry A solvent-free process is described for the synthesis of tailor-made molecules from a one-pot, two-step approach combining aza-Michael addition and photoinduced copper(i) catalysed azide–alkyne (photo-CuAAC) reactions. After the first reaction between an amine and an acrylate, cycloaddition between an azide and an alkyne is activated by light irradiation in the presence of a copper complex. The kinetics of the aza-Michael addition and photo-CuAAC reaction were investigated by liquid state (1)H NMR spectroscopy and real-time Fourier transform infrared spectroscopy. This new process represents a well-defined spatio-temporal pathway to the synthesis of bespoke intermediate molecules for various applications. The Royal Society of Chemistry 2019-02-07 /pmc/articles/PMC9060615/ /pubmed/35514625 http://dx.doi.org/10.1039/c8ra10011j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yin, Boyang
Croutxé-Barghorn, Céline
Delaite, Christelle
Allonas, Xavier
A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title_full A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title_fullStr A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title_full_unstemmed A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title_short A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions
title_sort new synthetic pathway based on one-pot sequential aza-michael addition and photocuaac click reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060615/
https://www.ncbi.nlm.nih.gov/pubmed/35514625
http://dx.doi.org/10.1039/c8ra10011j
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