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Date publication
février 2023
Journal
The Journal of organic chemistry
Auteurs
Membres identifiés du Cancéropôle Est :
Dr BOISBRUN Michel
Tous les auteurs :
Dupommier D, Boisbrun M, Monard G, Comoy C
Lien Pubmed
Résumé
By exploring an efficient and versatile method for the 6-functionalization of its scaffold, we investigated the opening of a new chemical space around benzylidenethiazolidine-2,4-dione (BTZD). The 6-chloro- and 6-formyl BTZD obtained in two steps starting from 5-lithioTZD were selected as key intermediates and involved in a Pd-catalyzed cross-coupling or Wittig olefination. A variety of aryl, heteroaryl, or alkenyl substituents was successfully introduced on the vinylic position of BTZD, and particular attention was paid to elucidate the stereochemistry of the benzylidene derivatives by using a combined DFT/NMR study.
Référence
J Org Chem. 2023 02 27;:
