51620-80-5Relevant academic research and scientific papers
One-pot synthesis of α-phenylsulfinyl ketones by reaction of phenyl benzenethiosulfinate with enolate anions, and synthesis of sulfoxides and sulfides by its reaction with Grignard reagents
Fakhry, Jerome,Grayson, David H.
, p. 556 - 563 (2017/12/28)
Phenyl benzenethiosulfinate reacts with enolate anions derived from ketones to give α-phenylsulfinyl ketones directly, together with minor amounts of α-phenylsulfanyl ketones. These are easily separated by forming the water-soluble sodium salts of the sulfinyl compounds. Grignard reagents also react with phenyl benzenethiosulfinate, to give mixtures of sulfoxides and sulfides.
Dianion of sulfinylacetone as a synthetic equivalent of β-enolate of propionic acid: A novel synthesis of carboxylic acids from alkyl halides with three-carbon elongation
Satoh, Tsuyoshi,Imai, Kentaro
, p. 602 - 604 (2007/10/03)
The reaction of the dianion of phenylsulfinylacetone with alkyl halides afforded β-keto sulfoxides, which were first chlorinated with hexachloroethane and then treated successively with KH and t-BuLi to give carboxylic acids in three-steps in moderate overall yields from the alkyl halides. This procedure affords a good method for a synthesis of carboxylic acids from alkyl halides with three-carbon elongation.
