Journal of Fluorine Chemistry p. 53 - 66 (1989)
Update date:2022-08-05
Topics: Oxidation Reagents Reduction Esterification Protection/Deprotection Rearrangements Substitution Reactions Functional Group Interconversion
Stahly, G. Patrick
Nucleophilic addition of difluoromethyl phenyl sulfone (1) to various aldehydes occured in a two phase system ( 50 percent aqueous sodium hydroxide, dichloromathane, Aliquat 336 ) to give difluoro(phenylsulfonyl)methyl substituted alcohols (2-8).The product alcohol derived from para-tolualdehyde was converted to the difluoromethylated alcohol by desulfonylation and to the α, β, β-trifluorostyrene by a fluorination-elimination sequence.In the absence of aldehydes, 1 reacted in two phase system to give difluoro(phenylsulfonyl)methyl phenyl sulfide (9).The pathway of the latter conversion was studied.
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