- Reactions of perfluoroalkylacetones with nucleophilic reagents
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The interaction of perfluoroalkylacetones of formula RFCH2COCH3 (RF=n-C3F7, n-C4F9, n-C6F13, n-C8F17) with ammonia and primary and secondary amines has been studied. In all cases, nucleophilic reagents initially dehydrofluorinate the starting ketone, and then substitution of the vinyl fluorine atom by a nucleophile occurs to give aza analogues of β-dicarbonyl compounds RFC(NR2)=CH-C(O)CH3; their hydrolysis yields the corresponding β-diketones under mild conditions. Perfluoroalkylacetones react with sodium alkoxides to give compounds of formula RFC(OR)2CH2COCH3, whose acidic hydrolysis also results in β-diketones.
- Kurykin,Vol'pin,German
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- Synthesis and reactions of the first fluoroalkylated 1,3- bis(trimethylsilyloxy)-1,3-butadienes
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The first fluoroalkylated 1,3-bis(silyloxy)-1,3-butadienes have been prepared. Their reaction with oxalyl chloride provides a convenient approach to fluoroalkylated γ-alkylidenebutenolides.
- Büttner, Stefan,Bendrath, Franziska,Langer, Peter
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scheme or table
p. 5106 - 5108
(2010/11/16)
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- Regioselective synthesis of 4-alkyl- and 4-aryl-6-(perfluoroalkyl)salicylic acid derivatives by formal [3+3] cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 3-silyloxy-1-(perfluoroalkyl)prop-2-en-1-ones
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4-Alkyl- and 4-aryl-6-(perfluoroalkyl)salicylic acid derivatives were regioselectively prepared by [3+3] cyclization of 1,3-bis(silyl enol ethers) with 3-silyloxy-1-(perfluoroalkyl)prop-2-en-1-ones.
- Büttner, Stefan,Lubbe, Mathias,Reinke, Helmut,Fischer, Christine,Langer, Peter
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p. 7968 - 7976
(2008/12/20)
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- Synthese des F-alkylpyrazoles: Identification par RMN de 19F et comparaison avec les homologues hydrocarbones
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In this paper, we report the synthesis of forty new pyrazoles substituted by one or more perfluoroalkyl chains.These compounds were obtained by condensation of a hydrazine (substituted or not) on an F-alkyl β-diketone.Unlike hydrocarbon chemistry, a react
- Peglion, Jean-Louis,Pastor, Raphael-Emile,Cambon, Aime-Roger
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p. 309 - 315
(2007/10/02)
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