| Literature DB >> 30020559 |
Ronan Rocaboy1, David Dailler1, Florian Zellweger1, Markus Neuburger1, Christophe Salomé2, Eric Clot3, Olivier Baudoin1.
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.Entities:
Keywords: C−H activation; domino reactions; electrocyclic reactions; heterocycles; palladium
Year: 2018 PMID： 30020559 DOI： 10.1002/anie.201807097
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336