MT-sulfone is the abbreviation for methylthiomethyl
p-tolyl sulfone (1), which is easily obtainable from DMSO in one-pot manner : treatment of DMSO with acetic anhydride followed by the reaction of the resulting acetoxymethyl methyl sulfide with sodium
p-toluenesulfinate in acetic acid. This reagent is thermally stable and less hygroscopic, and a carbanion can be generated on the central carbon of 1 with an easily handled base such as sodium hydride or sodium hydroxide-TOMAC (a phase transfer catalyst). Hence MT-sulfone (1) has been revealed to be an efficient reagent for preparing many kinds of organic compounds such as carboxylic esters,
S-methyl carbothioate, aldehydes, acyclic and cyclic ketones, α-alkoxy-α-arylacetic esters,
S-methyl α-ketocarbothioate, and various derivatives of 2-methoxycarbonyl-1, 4-cyclohexanedione.
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