Concise semisynthesis of novel phenazine-vitamin E hybrids via regioselective tocopheryl ortho-quinone formation

TitreConcise semisynthesis of novel phenazine-vitamin E hybrids via regioselective tocopheryl ortho-quinone formation
Type de publicationArticle de revue
AuteurViault, Guillaume , Helesbeux, Jean-Jacques , Richomme, Pascal , Seraphin, Denis
EditeurElsevier
TypeArticle scientifique dans une revue à comité de lecture
Année2018
LangueAnglais
Date4 Juillet 2018
Numéro27
Pagination2627-2630
Volume59
Titre de la revueTetrahedron Letters
ISSN00404039
Mots-clésnatural product, phenazine, quinone, semisynthesis, Vitamin E
Résumé en anglais

A regioselective method for the semisynthesis of phenazine derivatives has been disclosed through an efficient IBX mediated ortho-quinone formation from vitamin E derivatives. High chemo- and regio-selectivity was observed during the oxidation step and the corresponding 5,6-ortho-quinones could react with various phenylenediamines. Thus, this methodology proves its interest as a concise semisynthetic pathway to phenazine-vitamin E hybrids with moderate to good yields.

URL de la noticehttp://okina.univ-angers.fr/publications/ua17306
DOI10.1016/j.tetlet.2018.05.011
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www.sciencedirect.com/science/article/pii/S0040403918305902?via%3Dihub

Titre abrégéTetrahedron lett.