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Diphenyliodonium Ion/Et3N Promoted Csp2-H Radical Phosphorylation of Enamides.
Pal, Suman; Gaumont, Annie-Claude; Lakhdar, Sami; Gillaizeau, Isabelle.
Affiliation
  • Pal S; Institute of Organic and Analytical Chemistry, ICOA UMR 7311 CNRS , Université d'Orléans , Pôle chimie, rue de Chartres , 45100 Orléans , France.
  • Gaumont AC; LCMT, ENSICAEN, UNICAEN, CNRS , Normandie Université , 6 Boulevard Maréchal Juin , Caen 14000 France.
  • Lakhdar S; LCMT, ENSICAEN, UNICAEN, CNRS , Normandie Université , 6 Boulevard Maréchal Juin , Caen 14000 France.
  • Gillaizeau I; Institute of Organic and Analytical Chemistry, ICOA UMR 7311 CNRS , Université d'Orléans , Pôle chimie, rue de Chartres , 45100 Orléans , France.
Org Lett ; 21(14): 5621-5625, 2019 07 19.
Article in En | MEDLINE | ID: mdl-31257895
ABSTRACT
This work reports a simple and efficient method for the direct phosphorylation of enamide under metal-free conditions. The P-centered radicals, derived from secondary phosphine oxides, are generated under mild reaction conditions in the presence of diphenyliodonium salt and Et3N and are introduced onto a range of enamides in good isolated yields. The method features broad substrate scope, good functional group tolerance, and efficient scale-up.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Document type: Article Affiliation country: France

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Document type: Article Affiliation country: France