No abstract

The α-fluorovinyl diphenyl sulfonium salt 1 is attractive due to its high potential for the synthesis of mono-fluorinated cyclopropanes and aziridines as useful three-membered rings. The synthetically useful salt 1 is readily prepared from α-fluorovinyl phenyl sulfide and diphenyl iodonium salt in one step.

2-Trifluoromethyl-N-tosylaziridine reacted with various aldehydes in the presence of a catalytic amount of AgSbF(6) to provide the corresponding cis-4-trifluoromethyl-2-substituted-N-tosyl-1,3-oxazolidines with excellent regio- and stereoselectivity.

2-Aryl-3-fluoro-5-silylthiophenes were readily prepared only in two steps from 2-bromo-3,3,3-trifluoropropene in good yields. These transformations include the first successful SN2′-type reaction of 2-bromo-3,3,3-trifluoropropene and benzylthiols and [2,3]sigmatropic rearrangement of 2-bromo-3,3-difluoroallyl benzyl sulfide.