An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule

[Image: see text] Here is reported the first example of an organocatalyzed coupling between pyrrole and isocyanates in a nanoconfined space. The hexameric resorcinarene capsule C is able to catalyze the direct coupling between isocyanates and pyrroles to give amidopyrroles with excellent yields and...

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Autores principales: La Manna, Pellegrino, Talotta, Carmen, De Rosa, Margherita, Soriente, Annunziata, Gaeta, Carmine, Neri, Placido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7997627/
https://www.ncbi.nlm.nih.gov/pubmed/32176513
http://dx.doi.org/10.1021/acs.orglett.0c00529
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author La Manna, Pellegrino
Talotta, Carmen
De Rosa, Margherita
Soriente, Annunziata
Gaeta, Carmine
Neri, Placido
author_facet La Manna, Pellegrino
Talotta, Carmen
De Rosa, Margherita
Soriente, Annunziata
Gaeta, Carmine
Neri, Placido
author_sort La Manna, Pellegrino
collection PubMed
description [Image: see text] Here is reported the first example of an organocatalyzed coupling between pyrrole and isocyanates in a nanoconfined space. The hexameric resorcinarene capsule C is able to catalyze the direct coupling between isocyanates and pyrroles to give amidopyrroles with excellent yields and selectivities. The reaction catalyzed by C prevents the use of expensive and poorly atom-economical reagents. As in natural enzymes, the cavity of C is able to discriminate between isomeric substrates.
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spelling pubmed-79976272021-03-29 An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule La Manna, Pellegrino Talotta, Carmen De Rosa, Margherita Soriente, Annunziata Gaeta, Carmine Neri, Placido Org Lett [Image: see text] Here is reported the first example of an organocatalyzed coupling between pyrrole and isocyanates in a nanoconfined space. The hexameric resorcinarene capsule C is able to catalyze the direct coupling between isocyanates and pyrroles to give amidopyrroles with excellent yields and selectivities. The reaction catalyzed by C prevents the use of expensive and poorly atom-economical reagents. As in natural enzymes, the cavity of C is able to discriminate between isomeric substrates. American Chemical Society 2020-03-16 2020-04-03 /pmc/articles/PMC7997627/ /pubmed/32176513 http://dx.doi.org/10.1021/acs.orglett.0c00529 Text en Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle La Manna, Pellegrino
Talotta, Carmen
De Rosa, Margherita
Soriente, Annunziata
Gaeta, Carmine
Neri, Placido
An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title_full An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title_fullStr An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title_full_unstemmed An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title_short An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule
title_sort atom-economical method for the formation of amidopyrroles exploiting the self-assembled resorcinarene capsule
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7997627/
https://www.ncbi.nlm.nih.gov/pubmed/32176513
http://dx.doi.org/10.1021/acs.orglett.0c00529
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