76212-25-4

Upstream product

• 106-93-4 ethylene dibromide 
• 75-15-0 carbon disulfide 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 137621-82-0 3-(4-bromophenyl)-2-(1,3-dithiolane-2-ylidene)-3-oxopropanal 
• 1245820-61-4 (E)-ethyl 5-(4-bromophenyl)-4-(1,3-dithiolan-2-ylidene)-5-oxopent-2-enoate 
• 1643578-22-6 1-(4-bromophenyl)-2-(1,3-dithiolan-2-ylidene)-3-phenylbutan-1-one 
• 1643578-46-4 2-(1,3-dithiolan-2-ylidene)-1-(4'-methylbiphenyl-4-yl)-3-phenylbutan-1-one 
• 112070-96-9 1-(4-bromophenyl)-2-(1,3-dithiolan-2-yl)ethan-1-one 

Relevant academic research and scientific papers

Alternative Palladium-Catalyzed Vinylic C?H Difluoroalkylation of Ketene Dithioacetals Using Bromodifluoroacetate Derivatives

A palladium-catalyzed cross-coupling of α-oxo ketene dithioacetals and bromodifluoroacetate derivatives has been developed for the synthesis of a class of CF2-containing tetra-substituted olefins, which has potential to extend to drug design an

Copper-catalyzed trifluoromethylation of internal olefinic C-H bonds: Efficient routes to trifluoromethylated tetrasubstituted olefins and N-heterocycles

The functionalization of internal olefins has been a challenging task in organic synthesis. Efficient CuII-catalyzed trifluoromethylation of internal olefins, that is, α-oxoketene dithioacetals, has been achieved by using Cu(OH)2 as a catalyst and TMSCF3 as a trifluoromethylating reagent. The push-pull effect from the polarized olefin substrates facilitates the internal olefinic C-H trifluoromethylation. Cyclic and acyclic dithioalkyl α-oxoketene acetals were used as the substrates and various substituents were tolerated. The internal olefinic C-H bond cleavage was not involved in the rate-determining step, and a mechanism that involves radicals is proposed based on a TEMPO-quenching experiment of the trifluoromethylation reaction. Further derivatization of the resultant CF 3 olefins led to multifunctionalized tetrasubstituted CF3 olefins and trifluoromethylated N-heterocycles.

Iron-catalyzed alkylation of α-oxo ketene dithioacetals

Iron-catalyzed alkylation of internal olefins, that is, α-oxo ketene dithioacetals, was successfully realized by using styrenes as the alkylating reagents. Highly functionalized tetrasubstituted olefins were prepared in moderate to high yields. the Partner Organisations 2014.

Thiocarbonyl Ylide Intermediates Generated by Deprotonation of 2-Phenacylthio- and 2-(p-Bromophenacylthio)-1,3-dithiolylium and 2-(p-Bromophenacylthio)-1,3-dithiolanylium Bromides

2-(p-Bromophenacylthio)-1,3-dithiolynium bromide, when treated with triethylamine, gave 2-(p-bromophenacylidene)-1,3-dithiole (17percent) and bis-disulfide (72percent).Treatment of 2-phenacylthio-1,3-dithiolylium bromide with triethylamine also gave similar results.On the other hand, 2-(p-bromophenacylthio)-1,3-dithiolanylium bromide yielded 1-(p-bromophenyl)-2-(1,3-dithiolan-2-yl)-2-thioxoethanone (12percent) in addition to 2-(p-bromophenacylidene)-1,3-dithiolane (49percent) contrary to the reported results.These results can best be rationalized by 1,3-cyclization of thiocarbonyl ylide intermediates to the valence tautomeric episulfides.