107026-66-4

Upstream product

• 591-51-5 phenyllithium 
• 173860-44-1 2-(1,2-Dichloro-ethyl)-[1,3]dithiolane 
• 14505-46-5 2-(2-Phenylethyl)-1,3-dithiolane 

Downstream Products

• 107026-67-5 2-(5,5-dimethyl-4-oxo-2-phenylhexylidene)-1,3-dithiolane 
• 118622-77-8 4-[1,3]Dithiolan-2-ylidene-3-methyl-5-phenyl-pentanoic acid methyl ester 
• 118622-70-1 2-((E)-1-Benzyl-2-methyl-4-phenyl-but-3-enylidene)-[1,3]dithiolane 
• 118622-69-8 2-((Z)-1-Benzyl-2-phenyl-pent-3-enylidene)-[1,3]dithiolane 
• 118622-71-2 2-(1-Benzyl-4-methyl-2-phenyl-pent-3-enylidene)-[1,3]dithiolane 
• 118622-70-1 2-((Z)-1-Benzyl-2-methyl-4-phenyl-but-3-enylidene)-[1,3]dithiolane 
• 118622-69-8 2-((E)-1-Benzyl-2-phenyl-pent-3-enylidene)-[1,3]dithiolane 
• 118622-68-7 2-((E)-1-Benzyl-2-methyl-pent-3-enylidene)-[1,3]dithiolane 

Relevant academic research and scientific papers

Oxidative removal of 1,3-dithiane protecting groups by 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ)

A number of 1,3-dithianes have been efficiently converted into the parent carbonyl compounds in good yields by treatment with 1.5 equiv. of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in MeCN-H2O (9:1). The reactions of 2-aryl-substituted 1,3-dithianes bearing electron-donating groups on the benzene ring with DDQ afforded thioesters along with aldehydes. 1,3-Dithiolanes derived from aromatic aldehydes were transformed to thioesters, whereas 1,3-dithiolanes derived from aliphatic and aromatic ketones were stable under these reaction conditions. Diphenyl dithioacetals were stable except for 4-methoxy- and 3,4-dimethoxy-benzaldehyde diphenyl dithioacetals which gave the corresponding aldehydes. Selective cleavage reactions of 1,3-dithiane in the presence of 1,3-dithiolane or diphenyl dithioacetal have been investigated.

γ-ALKYLKETENE DITHIOACETALS FROM 2,3-DICHLOROALDEHYDE DITHIOACETALS

The preparation of 2,3-dichloroaldehyde dithioacetals and their conversion to ketene dithioacetals by base are reported.

Ketene thioacetals from α-chloromercaptals

Excellent yields of ketene thioacetals are obtained from 2-(1- chloroalkyl)-1,3-dithiolanes or 2-(1-chloroalkyl)-1,3-dithianes.

Reactions of 1,3-Dithiolan-2-ylium and 1,3-Dithian-2-ylium Tetrafluoroborates and Ambident 2-Styryl Derivatives

The ambident 2-styryl-1,3-dithiolan-2-ylium and 2-styryl-1,3-dithian-2-ylium cations react with preferential carbon-carbon bond formation at the β ethylenic carbon when treated with methylmagnesium iodide.In the lithium aluminium hydride reaction, reduction occurs at either electrophilic carbon center.Methanol and thiophenol react selectively with the β carbon of the side chain.The adduct formation with the heteroatom nucleophiles is readily reversed by acid catalysis.In the absence of the styryl group, the nucleophilic addition is at C-2.Dithioketals of symmetric 1,2-divarbonyl derivatives are readily formed by zinc-induced reductive dimerization of 1,3-dithiolan- and 1,3-dithian-2-ylium salts.