The cycloadducts of hexafluoroacetone and -thioacetone with diphenylketene

Hexafluoroacetone reacted with diphenylketene in the presence of potassium fluoride to give a 1:1 cycloadduct of β-lactone structure. On the other hand, hexafluorothioacetone, liberated from 2,2,4,4-tetrakis(trifluoromethyl)-1,3-dithietane by potassium fluoride, reacted with diphenylketene to give a “reverse” cycloadduct, a 3-thietanone derivative. Several reactions ofthe above product, including a reductive desulfuration of the 3-thietanone derivative were carried out.