Bistrimethylsilylthioketen: a versatile reagent for thioketen-based syntheses

Abstract
The stable thioketen, (Me3Si)2CCS (1), reacts with alcohols and amines to give O-alkyl thio-esters Me3SiCH2C(S)OR (2), and thioamides, Me3SiCH2C(S)NR2(3), which can be desilylated or metallated for further use in synthesis; the isomeric Me3SiCCSSiMe3(8) thermally rearranges to (1).

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