3974-26-3Relevant articles and documents
New data on the reaction of hexafluorothioacetone with styrenes
Petrov, Viacheslav A.,Marshall, Will
experimental part, p. 783 - 791 (2011/10/08)
Hexafluorothioacetone, generated in situ from its cyclic dimer (1) in the presence of CsF catalyst was shown to react with styrene or 4-alkyl-styrenes (alkyl = c-hexyl, Me, t-Bu) forming the corresponding 2:1 Diels-Alder cycloadducts as major products. All cycloadducts were isolated, and the structure of two of them was established by single crystal X-ray diffraction. While 2-vinylnaphthalene, 4-CF3- and 4-Cl-styrenes in the presence of CsF catalyst react with 1 producing the corresponding 1:1 Diels-Alder cycloadducts, 4-alkoxy styrenes were found to produce preferentially the corresponding thietanes. The reaction of styrenes with 1 was also found to be sensitive to the source of fluoride ion and the solvent.
