METHOD FOR PRODUCING FLUORINE-CONTAINING ALKYNE COMPOUND
PROBLEM TO BE SOLVED: To provide a fluorine-containing alkyne compound in a manner that is convenient and easy to scale up. SOLUTION: The present invention provides a method for producing a fluorine-containing alkyne compound represented by general formula (1): RfC≡CH (1) [where Rf is a fluorine-containing alkyl group], the method including the steps of causing a compound represented by general formula (2): RfCH=CX1 CR2 OH (2) [where Rf is the same as above. X1 is a halogen atom. R's are the same or different to represent a hydrogen atom or an alkyl group] to react with a base at 50°C or more. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0046; 0047; 0053
(2019/01/08)
NEW FLUORIDE ION-CATALYZED REACTION OF F-ALKYLACETYLENES WITH SILYL ENOL ETHERS. AN EFFICIENT ROUTE TO F-ALKYL-SUBSTITUTED PROPAPGYLIC ALCOHOLS AND α-HYDROXY KETONES
Treatment of F-alkylacetylenes, generated in situ from 1H-F-1-alkenephosphonates, with silyl enol ethers in the presence of a catalytic amount of tetrabutylammonium fluoride gives good yields of F-alkyl-substituted propargyl alcohols or 4-(1H-F-alkylidene)-1,3-dioxolane derivatives, the latter being converted to the corresponding α-hydroxy ketones.
EFFECTIVE DEPHOSPHORYLATION CATALYZED BY FLUORIDE ION: A NOVEL SYNTHESIS OF TERMINAL F-ALKYLACETYLENES FROM F-ALKANOYL CHLORIDES
1H-F-1-Alkene-1-phosphonates, easily accessible from F-alkanoyl chlorides, underwent dephosphorylation on treatment with a catalytic amount of fluoride ion at 0 deg C to room temperature to give terminal F-alkylacetylenes in good yields.