4.8 Article

Synthesis of 3-Amino-5-fluoroalkylfurans by Intramolecular Cyclization

Journal

ORGANIC LETTERS
Volume 23, Issue 12, Pages 4915-4919

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01672

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Funding

  1. CNRS (Centre National de la Recherche Scientifique, France)
  2. Bayer S.A.S.
  3. French Fluorine Network (GIS Fluor)

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A rapid and simple synthesis method has been developed to access rarely described 3-amino-5-fluoroalkylfurans by cyclization of easily accessible fluorovinamides. The method is compatible with four different fluorinated groups and a wide range of substituents on the amine, affording the desired furans as hydrochloride salts in quantitative or nearly quantitative yields.
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.

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