氯甲基(三甲基甲硅烷基)甲基硫醚

Chloromethyl (trimethylsilyl)methyl sulfide is a valuable source of thiocarbonyl ylide, which exhibits rapid reactivity in 1-3 dipolar cycloadditions [3+2] or [3+3], leading to the formation of S-heterocycles1-3. The formation of intermediate occurs in the presence of F- anion from salts (CsF, N+Me4F- for example). The versatility of thiocarbonyl ylide is evident in its reaction with a diverse range of substrates1. It demonstrates compatibility with aliphatic aldehydes, aryl isothiocyanates, and activated four- and five-membered alkenes1,3. By harnessing the unique reactivity of chloromethyl (trimethylsilyl)methyl sulfide and its resulting thiocarbonyl ylide, chemists can access a wide array of S-heterocycles and engage in diverse synthetic transformations.

Synonyms: chloromethyl (trimethylsilyl)methylsulfide; chloromethylsulfanylmethyl(trimethyl)silane; (((chloromethyl)thio)methyl)trimethylsilane