Synthesis of 3-Amino-5-fluoroalkylfurans by Intramolecular Cyclization
Clotilde Plaçais, Morgan Donnard, Armen Panossian, Jean‐Pierre Vors, David Bernier, Sergii Pazenok, Frédéric R. Leroux
Abstract
A synthesis to access rarely described 3-amino-5-fluoroalkylfurans has been developed by cyclization of easily accessible fluorovinamides. This method is rapid and simple and affords the desired furans as hydrochloride salts in quantitative or nearly quantitative yields. It is compatible with four different fluorinated groups (-CF3, -CF2CF3, -CHF2, and -CF2Cl) and a wide range of substituents on the amine.
Topics & Concepts
ChemistryIntramolecular forceAmine gas treatingHydrochlorideCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsCyclopropane Reaction Mechanisms