194856-77-4

Upstream product

• 1193-82-4 racemic methyl phenyl sulfoxide 
• 101-41-7 benzeneacetic acid methyl ester 
• 194856-70-7 3-phenyl-2-propynyl phenyl sulfoxide 
• 13702-03-9 phenyl (3-phenylprop-2-yn-1-yl) sulfide 

Downstream Products

• 69798-72-7 1-acetoxy-3-phenyl-1-phenylthio-2-propanone 

Relevant academic research and scientific papers

Convenient formation of 4-hydroxyalk-2-en-1-one functionality via a Knoevenagel-type carbon chain elongation reaction of aldehyde with 1-arylsulfinylalkan-2-one

A highly functionalized four-carbon unit, 4-hydroxyalk-2-en-1-one functionality [R2CH(OH)CH= CHCOR1], was conveniently prepared by a reaction of an aldehyde (R2CH2CHO) with a 1-(arylsulfinyl)alkan-2-one [ArS(O)CH2COR1] in the presence of diethylamine (Knoevenagel condition). Other functional groups, such as carbonyl and hydroxy groups, in both of the alkyl chains (R1, R2) did not prevent this reaction. This reaction was used to conveniently prepare (±)-(11E)-13-hydroxy-10-oxooctadec-11-enoic acid (14), having cytotoxic activity, and its analogues from undec-10-enoic acid in good yield.

Synthesis of 2-acetylenic carboxylic acids, 1-sulfinyl and 1-sulfonyl- 2-ketones from 2-acetylenic phenyl sulfides

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.