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

Pellegrino La Manna | Zendy; Carmen Talotta | Zendy; Margherita De Rosa | Zendy; Annunziata Soriente | Zendy; Carmine Gaeta | Zendy; Placido Neri | Zendy

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

Author(s) -

Pellegrino La Manna,

Carmen Talotta,

Margherita De Rosa,

Annunziata Soriente,

Carmine Gaeta,

Placido Neri

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c00529

Subject(s) - resorcinarene , chemistry , reagent , pyrrole , atom (system on chip) , combinatorial chemistry , catalysis , capsule , organic chemistry , molecule , computer science , embedded system , botany , biology

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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