Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles

[Image: see text] A mild method for regioselective formation of 1,5-substituted 1,2,3-triazoles is described. The zinc-mediated reaction works at room temperature and is successful across a wide range of azido/alkynyl substrates. Additionally, the triazole 4-position can be further functionalized th...

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Autores principales: Smith, Christopher D., Greaney, Michael F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4331842/
https://www.ncbi.nlm.nih.gov/pubmed/24001177
http://dx.doi.org/10.1021/ol402225d
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author Smith, Christopher D.
Greaney, Michael F.
author_facet Smith, Christopher D.
Greaney, Michael F.
author_sort Smith, Christopher D.
collection PubMed
description [Image: see text] A mild method for regioselective formation of 1,5-substituted 1,2,3-triazoles is described. The zinc-mediated reaction works at room temperature and is successful across a wide range of azido/alkynyl substrates. Additionally, the triazole 4-position can be further functionalized through the intermediate aryl-zinc to accommodate a diverse three-component coupling strategy.
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spelling pubmed-43318422015-02-19 Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles Smith, Christopher D. Greaney, Michael F. Org Lett [Image: see text] A mild method for regioselective formation of 1,5-substituted 1,2,3-triazoles is described. The zinc-mediated reaction works at room temperature and is successful across a wide range of azido/alkynyl substrates. Additionally, the triazole 4-position can be further functionalized through the intermediate aryl-zinc to accommodate a diverse three-component coupling strategy. American Chemical Society 2013-09-03 2013-09-20 /pmc/articles/PMC4331842/ /pubmed/24001177 http://dx.doi.org/10.1021/ol402225d Text en Copyright © 2013 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Smith, Christopher D.
Greaney, Michael F.
Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title_full Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title_fullStr Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title_full_unstemmed Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title_short Zinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
title_sort zinc mediated azide–alkyne ligation to 1,5- and 1,4,5-substituted 1,2,3-triazoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4331842/
https://www.ncbi.nlm.nih.gov/pubmed/24001177
http://dx.doi.org/10.1021/ol402225d
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AT greaneymichaelf zincmediatedazidealkyneligationto15and145substituted123triazoles

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