Chlorotrimethylsilane in combination with sodium sulfide as the equivalent of sodium trimethylsilanethiolate in organic reactions

MJ Shiao, LL Lai, WS Ku, PY Lin…

Index: Shiao, Min-Jen; Lai, Long-Li; Ku, Wei-Shan; Lin, Pen-Yuan; Hwu, Jih Ru Journal of Organic Chemistry, 1993 , vol. 58, # 17 p. 4742 - 4744

Full Text: HTML

Citation Number: 43

Abstract

Reagent sodium trimethylsilanethiolate (MeSiSNa) has been used in reduction of aromatic nitro compounds to amines,'conversion of nitriles to thioamides, 2 and removal of a methyl group from metho~ ypyridines.~ This reagent can be generated by reaction of (Me3Si) zS with Na0Me. l Toxicity and stink associated with the expensive (Me3-Si)# reagent, however, limits ita appli~ ability.~?~ Consequently we developed a method for the generation of ...