1.
J Org Chem
; 89(5): 3214-3225, 2024 Mar 01.
Article
in English
| MEDLINE
| ID: mdl-38381896
ABSTRACT
Harnessing the organo-palladium intermediates generated from electrophilic cyclizations for tandem C-C bond construction is a challenging task but constitutes an excellent tool for constructing complex motifs from simpler substrates. We realize herein such a cyclative annulation of alkynyl-oxime ethers with maleimides for the facile construction of isoxazole-phthalimide hybrid motifs through Pd(II) catalysis. This protocol features excellent regio-selectivity in C-H selection, a broad substrate scope, good functional group tolerance, and scalability. Necessary KIE & labeling studies give insight into the reaction mechanism.