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

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...

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Bibliographic Details
Published in:Organic letters 2020-04, Vol.22 (7), p.2590-2594
Main Authors: La Manna, Pellegrino, Talotta, Carmen, De Rosa, Margherita, Soriente, Annunziata, Gaeta, Carmine, Neri, Placido
Format: Article
Language:English
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Letter
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00529