Copper-catalyzed olefinic C-H difluoroacetylation of enamides

Copper-catalyzed olefinic C-H difluoroacetylation of enamides

Copper-catalyzed olefinic difluoroacetylation of enamides via direct C-H bond functionalization using BrCF2CO2Et is reported for the first time. It constitutes an efficient radical-free method for the regioselective synthesis of β-difluoroester substituted enamides which exhibits broad substrate sco...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2014-01, Vol.50 (44), p.5887-5890
Hauptverfasser: Caillot, Gilles, Dufour, Jérémy, Belhomme, Marie-Charlotte, Poisson, Thomas, Grimaud, Laurence, Pannecoucke, Xavier, Gillaizeau, Isabelle
Format: Artikel
Sprache:eng
Schlagworte:
Analytical chemistry
Catalysis
Chemical bonds
Chemical Sciences
Cheminformatics
Fluorination
Medicinal Chemistry
or physical chemistry
Organic chemistry
Strategy
Substrates
Synthesis
Theoretical and
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Beschreibung
Zusammenfassung:Copper-catalyzed olefinic difluoroacetylation of enamides via direct C-H bond functionalization using BrCF2CO2Et is reported for the first time. It constitutes an efficient radical-free method for the regioselective synthesis of β-difluoroester substituted enamides which exhibits broad substrate scope, and thus demonstrates its potent application in a late stage fluorination strategy.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc01994f