Conversion to fluoroalkanes

Simple a-fluorosulfides are reduced to the fluoroalkanes by sodium-ethanol [9J (equation 75). Clean conversion of bis(trifluoromethyl) diiulfide to trifluoromethyl mercaptan is accomplished with hydrogen sulfide and ultraviolet irradiation (941 (equation 76). Perfluoroalkanesulfonyl fluondes are converted to the sulfmate salts by hydrazine [95] (equauon 77)... 

A further technique said to be useful on an industrial scale for the ECF conversion of alkanesulphonyl fluoride and tetramethyl sulphone to form per-fluoroalkane sulphonyl fluorides involves the continuous extraction of products from the electrolyte and hydrogen gas stream. The method claims high yields (93%) without recovery problems of prior art [151]. 

Halo-l-fluoroalkanes. The conversion of alkane 1,1-bistriflates to the gem-fluorohaloalkanes is achieved by sequential treatment with [Bu4N][Ph3SnF2] in CH2CI2 at 0°C and then with [Bu4N]X (X = Cl, Br, I) at room temperature. 

R.H. (1998) Direct conversion of per-fluoroalkanes and perfluoroarenes to perfluoro Grignard reagents. Chem. Commun., 693. 

---