Rhodium(I)‐Catalyzed [4+1] Cycloaddition Reactions of α,β‐Unsaturated Imines with Terminal Alkynes for the Preparation of Pyrrole Derivatives | Zendy

Mizuno Akio | Zendy; Kusama Hiroyuki | Zendy; Iwasawa Nobuharu | Zendy

Premium

Rhodium(I)‐Catalyzed [4+1] Cycloaddition Reactions of α,β‐Unsaturated Imines with Terminal Alkynes for the Preparation of Pyrrole Derivatives

Author(s) -

Mizuno Akio,

Kusama Hiroyuki,

Iwasawa Nobuharu

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200904402

Subject(s) - rhodium , pyrrole , chemistry , cyclooctene , catalysis , cycloaddition , imine , intramolecular force , medicinal chemistry , nucleophile , nitrogen atom , polymer chemistry , organic chemistry , ring (chemistry)

Rhodium vinylidene intermediates are characteristic for the title reaction (see scheme; coe=cyclooctene, cy=cyclohexyl). This reaction proceeds by the nucleophilic addition of the nitrogen atom of the imine to the rhodium vinylidene complex to give a zwitterionic intermediate, which undergoes intramolecular cyclization to afford the corresponding pyrrole.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research