Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles

One of the most challenging goals of modern synthetic chemistry is to develop multi-step reactions for rapid and efficient access to complex molecules. We report a triple aryne–tetrazine reaction that enables rapid access to a new class of polyaromatic heterocycles. This new reaction, which couples...

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Detalles Bibliográficos
Autores principales: Suh, Sung-Eun, Barros, Stephanie A., Chenoweth, David M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4570739/
https://www.ncbi.nlm.nih.gov/pubmed/26388984
http://dx.doi.org/10.1039/c5sc01726b
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author Suh, Sung-Eun
Barros, Stephanie A.
Chenoweth, David M.
author_facet Suh, Sung-Eun
Barros, Stephanie A.
Chenoweth, David M.
author_sort Suh, Sung-Eun
collection PubMed
description One of the most challenging goals of modern synthetic chemistry is to develop multi-step reactions for rapid and efficient access to complex molecules. We report a triple aryne–tetrazine reaction that enables rapid access to a new class of polyaromatic heterocycles. This new reaction, which couples diverse reactivity modes between simple aryne and tetrazine starting materials, proceeds in a single operation and takes less than 5 minutes in air with no metal catalyst.
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spelling pubmed-45707392015-12-21 Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles Suh, Sung-Eun Barros, Stephanie A. Chenoweth, David M. Chem Sci Chemistry One of the most challenging goals of modern synthetic chemistry is to develop multi-step reactions for rapid and efficient access to complex molecules. We report a triple aryne–tetrazine reaction that enables rapid access to a new class of polyaromatic heterocycles. This new reaction, which couples diverse reactivity modes between simple aryne and tetrazine starting materials, proceeds in a single operation and takes less than 5 minutes in air with no metal catalyst. Royal Society of Chemistry 2015-09-01 2015-07-03 /pmc/articles/PMC4570739/ /pubmed/26388984 http://dx.doi.org/10.1039/c5sc01726b Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Suh, Sung-Eun
Barros, Stephanie A.
Chenoweth, David M.
Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title_full Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title_fullStr Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title_full_unstemmed Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title_short Triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
title_sort triple aryne–tetrazine reaction enabling rapid access to a new class of polyaromatic heterocycles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4570739/
https://www.ncbi.nlm.nih.gov/pubmed/26388984
http://dx.doi.org/10.1039/c5sc01726b
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AT barrosstephaniea triplearynetetrazinereactionenablingrapidaccesstoanewclassofpolyaromaticheterocycles
AT chenowethdavidm triplearynetetrazinereactionenablingrapidaccesstoanewclassofpolyaromaticheterocycles

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