1415703-89-7Relevant articles and documents
Metal-Free Electrophilic Trifluoroethylthiolation with NaSO2CH2CF3
Wang, Rongkang,Jiang, Lvqi,Yi, Wenbin
, p. 7789 - 7798 (2018)
Metal-free trifluoroethylthiolation with fluorinated sulfinate salt NaSO2CH2CF3 under reductive conditions has been developed. The strategy enables the installation of the SCH2CF3 moiety efficiently to form a number of unexplored stable trifluoroethylthiolated heterocycles, arenes, and thiols, which have the potential to be a new series of fluorine-containing chemical entities for medicinal chemists.
New sulfuryl fluoride-derived alkylating reagents for the 1,1-dihydrofluoroalkylation of thiols
Foth, Paul J.,Gu, Frances,Bolduc, Trevor G.,Kanani, Sahil S.,Sammis, Glenn M.
, p. 10331 - 10335 (2019/11/20)
Herein, we report a new method for the one-pot synthesis of 1,1-dihydrofluoroalkyl sulfides by bubbling sulfuryl fluoride (SO2F2) through a solution of the corresponding alcohol and thiol. The reaction proceeds through a new class of bis(1,1-dihydrofluoroalkyl) sulfate reagents, to afford the desired 1,1-dihydrofluoroalkyl sulfides in 55-90% isolated yields. The bis(1,1-dihydrofluoroalkyl) sulfates are highly chemoselective for thiol alkylation, and are unreactive with competing, unprotected nucleophiles, including amines, alcohols, and carboxylic acids.