Photochemically Induced Intramolecular Radical Cyclization Reactions with Imines - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2018

Photochemically Induced Intramolecular Radical Cyclization Reactions with Imines

Résumé

The photochemically induced intramolecular hydrogen abstraction or hydrogen atom transfer in cyclic imines 8a,b followed by a cyclization is investigated. Two types of products are observed, one resulting from the formation of a C–C bond, the other from the formation of a C–N bond. A computational study reveals that hydrogen is exclusively transferred to the imine nitrogen leading to a triplet diradical intermediate. After intersystem crossing, the resulting zwitterionic intermediate undergoes cyclization leading to the final product.

Domaines

Chimie organique
Fichier non déposé

Dates et versions

hal-02266302 , version 1 (13-08-2019)

Identifiants

Citer

Corentin Lefebvre, Clement Michelin, Thomas Martzel, Vaneck Djou’ou Mvondo, Véronique Bulach, et al.. Photochemically Induced Intramolecular Radical Cyclization Reactions with Imines. Journal of Organic Chemistry, 2018, 83 (4), pp.1867-1875. ⟨10.1021/acs.joc.7b02810⟩. ⟨hal-02266302⟩
81 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More