Domino Pd0-Catalyzed C(sp3)-H Arylation/Electrocyclic Reactions via Benzazetidine Intermediates

Rocaboy, Ronan and Dailler, David and Zellweger, Florian and Neuburger, Markus and Salomé, Christophe and Clot, Eric and Baudoin, Olivier. (2018) Domino Pd0-Catalyzed C(sp3)-H Arylation/Electrocyclic Reactions via Benzazetidine Intermediates. Angewandte Chemie International Edition, 57 (37). pp. 12131-12135.

Full text not available from this repository.

Official URL: https://edoc.unibas.ch/66277/

Downloads: Statistics Overview


The Pd0-catalyzed C(sp3)-H arylation of 2-bromo-N-methylanilides leads to unstable benzazetidine intermediates that rearrange to benzoxazines through 4π electrocyclic ring-opening and 6π electrocyclization. The introduction of a bulky, non-activatable amide group on the nitrogen atom was key to favor the challenging reductive elimination step and disfavor undesired reaction pathways.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische Chemie (Baudoin)
UniBasel Contributors:Baudoin, Olivier
Item Type:Article, refereed
Article Subtype:Research Article
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:24 Oct 2018 14:33
Deposited On:24 Oct 2018 14:33

Repository Staff Only: item control page