41103-68-8Relevant academic research and scientific papers
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.
Synthesis of 2-acetylenic carboxylic acids, 1-sulfinyl and 1-sulfonyl- 2-ketones from 2-acetylenic phenyl sulfides
Fortes, Carlos C.,Garrote, Clevia F.D.
, p. 2993 - 3026 (2007/10/03)
Monochlorination at the 1-position with sulfuryl chloride, followed by methanolysis converted 2-acetylenic phenyl sulfides into 1-methoxy-2- acetylenic phenyl sulfides. Oxidation with chromic acid gave 2-acetylenic carboxylic acids. Oxidation of 2-acetylenic phenyl sulfides with Oxone and hydrogen peroxide in acetic acid gave the corresponding sulfoxides and sulfones respectively. Diethylamine addition to the triple bond produced enamines which were hydrolyzed with aqueous hydrochloric acid to the corresponding 1-sulfinyl and 1-sulfonyl-2-ketones.
