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.
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Official URL: https://edoc.unibas.ch/66277/
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Abstract
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) |
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UniBasel Contributors: | Baudoin, Olivier |
Item Type: | Article, refereed |
Article Subtype: | Research Article |
Publisher: | Wiley |
ISSN: | 1433-7851 |
e-ISSN: | 1521-3773 |
Note: | Publication type according to Uni Basel Research Database: Journal article |
Identification Number: |
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Last Modified: | 24 Oct 2018 14:33 |
Deposited On: | 24 Oct 2018 14:33 |
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