A new convenient synthesis of propargylic fluorohydrins and 2,5-disubstituted furans from fluoropropargyl chloride.
Fluoropropargyl chloride reacted with carbonyl compounds to give propargylic fluorohydrins under mild conditions and in good yields; however, at higher temperatures and longer reaction times, 2,5-disubstituted furans are obtained, also in good yields. Fluorohydrins can be readily oxidized to alpha-fluoroketones and alpha-fluorocarboxylic acids with Jones' reagent.
Xu
Bo
B
Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, USA.
Hammond
Gerald B
GB
D005663:Furans / Q000138:chemical synthesis*; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry
D005663:Furans; D006844:Hydrocarbons, Cyclic; D006845:Hydrocarbons, Fluorinated