Synthesis of novel pentafluorosulfanylfurans. Two retro-Diels-Alder approaches

The first examples of furan substituted with an SF5 group are reported. 3-Pentafluorosulfanylfurans were prepared from their respective 2-pentafluorosulfanyl-5-cyano-7-oxabicyclo[ 2.2.1] hept-2-ene precursors via retro-Diels -Alder reactions. Also, a tandem cycloaddition/ retrocycloaddition reaction between 4-phenyloxazole and 1-pentafluorosulfanylhex-1-yne was used to prepare 3-pentafluorosulfanyl-4-butylfuran.