791-50-4Relevant articles and documents
Reaction of hexafluorothioacetone dimer with azoles. Practical synthesis of N-(hexafluoro-iso-propyl)azoles
Petrov, Viacheslav A.,Marshall, Will
, p. 262 - 267 (2013)
The reaction of azoles with 2,2,4,4-tetrakis-(trifluoromethyl)-1,3- dithietane led to the unexpected formation of N-(hexafluoro-isopropyl)azoles and sulfur, providing access to a group of compounds bearing a (CF 3)2CH-group at nitrog
Reaction of 2,2,4,4-tetrakis(trifluoromethyl)-1,3-dithiethane with N-vinyl compounds
Petrov, Viacheslav A.,Marshall, Will
, p. 2615 - 2619 (2013)
The reaction of hexafluorothioacetone dimer (2,2,4,4- tetrakis(trifluoromethyl)-1,3-dithiethane, 1) with vinylamides leads to the rapid formation of [2 + 2] cycloadducts: 4-amino-2,2-bis(trifluoromethyl) thietanes. The reaction proceeds in polar solvents (DMF, DMSO) in the absence of a catalyst at elevated temperature producing the corresponding cycloadducts in 47-86% yield. The reaction of N-vinylimidazole unexpectedly led to the formation of the corresponding 1-(hexafluoroisopropyl)-3-vinyl-1,3-dihydro-2Himidazole-2- thione (5). The structure of this compound, along with the structures of two new thietanes was confirmed by single crystal X-ray diffraction.
Reactions of polyfluorinated thietanes. Selective synthesis of 4-R-2,2-bis(trifluoromethyl)thietane-1-S-oxides and 2-substituted 5-fluoro-4-(trifluoromethyl)-2,3-dihydrothiophenes
Petrov, Viacheslav A.,Marshall, William J.
experimental part, p. 780 - 787 (2010/02/27)
Oxidation of 4-substituted 2,2-bis(trifluoromethyl)thietanes by m-chloroperoxybenzoic acid results in selective formation of the corresponding S-oxides in 65-86% yield. Oxidation of 4-C2H5S-2,2-bis(trifluoromethyl)thietane under mild conditions led to selective formation of 4-C2H5SO2-2,2-bis(trifluoromethyl)thietane, which under more rigorous conditions was selectively converted into trans-4-C2H5SO2-2,2-bis(trifluoromethyl)thietane-1-S-oxide. Reaction of 4-substituted 2,2-bis(trifluoromethyl)thietanes with activated aluminum powder results in a highly selective ring expansion process, producing the corresponding 5-fluoro-4-(trifluoromethyl)-2,3-dihydro-2-alkoxythiophenes in 58-93% yield. These compounds were also prepared in 61-85% yield using a "one-pot" procedure, starting from sulfur, hexafluoropropene and the corresponding vinyl ether without isolation of any intermediates. Both 2-i-C3H7O- and 2-t-C4H9O- 5-fluoro-4-(trifluoromethyl)-2,3-dihydrothiophenes were converted into 2-fluoro-3-trifluormethylthiophene by reaction with P2O5.
