Generation of magnesium alkylidene carbenoids from 1-halovinyl sulfoxides with Grignard reagent - Their property and some synthetic uses

Article abstract of DOI:10.1016/0040-4039(95)01435-K

The first example of magnesium alkylidene carbenoids is described. 1-Halovinyl sulfoxides 3 (X = F, Cl, Br) were synthesized from ketones and aryl halomethyl sulfoxides in three steps in moderate to good overall yields. Ligand exchange reaction of the sulfoxides of 3 with ethylmagnesium halide in THF at low temperature afforded a magnesium alkylidene carbenoid, which reacted with several electrophiles to give new alkylidene compounds.