Direct lithiation of methyl isothiocyanate: A new convenient synthesis of mono-, bis- and tris(trimethylsilyl)methyl isothiocyanate

摘要

Methyl isothiocyanate/chlorotrimethylsilane mixtures in THF are readily converted with lithium diisopropylamide at -95 degrees C to give trimethylsilylmethyl isothiocyanate, bis(trimethylsilyl)methyl isothiocyanate, and tris(trimethylsilyl)methyl isothiocyanate in 50-95% yields.