Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives

[Image: see text] Readily available triethylammonium 1-(2-oxoindolin-3-ylidene)-2-aroylethanethiolates are efficiently converted into a variety of fully substituted thiophene derivatives by copper(I)-catalyzed denitrogenative reactions with terminal alkynes and N-sulfonyl azides. This new reaction s...

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Autores principales: Jiang, Bo, Tu, Xing-Jun, Wang, Xue, Tu, Shu-Jiang, Li, Guigen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4337423/
https://www.ncbi.nlm.nih.gov/pubmed/24988049
http://dx.doi.org/10.1021/ol501404x
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author Jiang, Bo
Tu, Xing-Jun
Wang, Xue
Tu, Shu-Jiang
Li, Guigen
author_facet Jiang, Bo
Tu, Xing-Jun
Wang, Xue
Tu, Shu-Jiang
Li, Guigen
author_sort Jiang, Bo
collection PubMed
description [Image: see text] Readily available triethylammonium 1-(2-oxoindolin-3-ylidene)-2-aroylethanethiolates are efficiently converted into a variety of fully substituted thiophene derivatives by copper(I)-catalyzed denitrogenative reactions with terminal alkynes and N-sulfonyl azides. This new reaction simultaneously installs C–N, C–S, and C–C bonds, allowing direct formation of highly functionalized thiophenes with a wide diversity in substituents in a one-pot manner. A plausible mechanism for the domino process is proposed.
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spelling pubmed-43374232015-07-02 Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives Jiang, Bo Tu, Xing-Jun Wang, Xue Tu, Shu-Jiang Li, Guigen Org Lett [Image: see text] Readily available triethylammonium 1-(2-oxoindolin-3-ylidene)-2-aroylethanethiolates are efficiently converted into a variety of fully substituted thiophene derivatives by copper(I)-catalyzed denitrogenative reactions with terminal alkynes and N-sulfonyl azides. This new reaction simultaneously installs C–N, C–S, and C–C bonds, allowing direct formation of highly functionalized thiophenes with a wide diversity in substituents in a one-pot manner. A plausible mechanism for the domino process is proposed. American Chemical Society 2014-07-02 2014-07-18 /pmc/articles/PMC4337423/ /pubmed/24988049 http://dx.doi.org/10.1021/ol501404x Text en Copyright © 2014 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Jiang, Bo
Tu, Xing-Jun
Wang, Xue
Tu, Shu-Jiang
Li, Guigen
Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title_full Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title_fullStr Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title_full_unstemmed Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title_short Copper(I)-Catalyzed Multicomponent Reaction Providing a New Access to Fully Substituted Thiophene Derivatives
title_sort copper(i)-catalyzed multicomponent reaction providing a new access to fully substituted thiophene derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4337423/
https://www.ncbi.nlm.nih.gov/pubmed/24988049
http://dx.doi.org/10.1021/ol501404x
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