73194-40-8

Upstream product

• 109-72-8 n-butyllithium 
• 73194-33-9 1-(trifluoromethyl)ethenyl phenyl sulfide 
• 73194-31-7 1-(trifluoromethyl)-2-chloroethyl phenyl sulfide 
• 931-59-9 benzenesulfenyl chloride 
• 120801-75-4 trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate 

Downstream Products

• 73194-41-9 ((Z)-2-Fluoro-1-pentyl-hex-1-enylsulfanyl)-benzene 
• 73194-42-0 ((Z)-2-Fluoro-1-pentyl-hex-1-enylsulfanyl)-benzene 

Relevant academic research and scientific papers

Synthesis of sulfanylated difluoroalkenes: Electrophilic difluoromethylidenation of dithioesters with difluorocarbene

Electrophilic difluoromethylidenation of dithioesters was achieved in high yields via the reaction with difluorocarbene. When aryl or alkyl dithiocarboxylates were treated with trimethylsilyl 2, 2-difluoro-2-fluorosulfonylacetate in the presence of 5 mol % of a Proton Sponge catalyst, the in situ generated difluorocarbene reacted with the dithioesters to afford 2-sulfanylated 1, 1-difluoro-1-alkenes via difluorothiiranes. This reaction can be considered as an electrophilic counterpart of the Wittig-type difluoromethylidenation of carbonyl compounds with nucleophilic difluoromethylene ylides.

1-(Trifluoromethyl)ethenyl Phenyl Selenide and 1-(Trifluoromethyl)ethenyl Phenyl Sulfide

The title compounds were prepared by addition of phenylselenenyl chloride or phenylsulfenyl chloride to 3,3,3-trifluoropropene, followed by elimination of HCl.Both compounds react readily with nucleophiles, giving with ethyl acetoacetate novel 2-fluoro-4H-pyran derivatives.The selenium-substituted olefin reacted with n-butyllithium at selenium to give phenyl n-butyl selenide, while the corresponding sulfur-containig species underwent exclusive attack at the methylene terminus of the olefin.