15745-68-3

Upstream product

• 108-98-5 thiophenol 
• 3623-15-2 phenyl propargyl ketone 
• 53963-28-3 (E)-1-phenyl-3,3-bis(phenylthio)propene 
• 78080-37-2 (E)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 78080-40-7 (E)-4-phenylthiopent-3-en-2-one 

Downstream Products

• 108-98-5 thiophenol 
• 104-55-2 3-phenyl-propenal 
• 70769-82-3 1-Phenyl-3-phenylsulfanylpropanol 
• 15724-82-0 (Z)-1-phenyl-3-phenylsulfanyl-2-propen-1-one 
• 70769-79-8 (Z)-4-phenylthiopent-3-en-2-one 
• 70769-75-4 (Z)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 70769-78-7 (Z)-4-Phenyl-4-phenylsulfanyl-but-3-en-2-one 
• 70769-84-5 3-hydroxy-1-phenylbutyl phenyl sulphide 
• 78080-40-7 (E)-4-phenylthiopent-3-en-2-one 
• 78080-37-2 (E)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 882-33-7 diphenyldisulfane 
• 10470-04-9 trans-1,4-diphenylcyclohexane 
• 960-40-7 cis-1-Benzoyl-2-phenylsulfonyl-ethylen 

Relevant academic research and scientific papers

Sulfonium Ylides by (3+2) Cycloaddition of Arynes with Vinyl Sulfides: Stereoselective Synthesis of Highly Substituted Alkenes

The reaction of in situ generated arynes with vinyl sulfides provides benzannulated sulfonium ylides in a (3+2) cycloaddition. Trapping of the intermediate ylides with electrophiles (proton transfer or a second aryne addition) and subsequent β-elimination give rise to di-, tri-, or tetrasubstituted alkenes with high stereoselectivity. Experimental studies and DFT calculations provide insight into the mechanisms of these cascade reactions.

Unexpected Formation of Benzaldehydes by the Reactions of Dithio- Acetals Derived from Cinnamaldehydes with 2,3-Dichloro-5,6-dicyano-p-benzoquinone in Aqueous Solvents

1,3-Dithianes 1, 1,3-dithiolanes 2, and diphenyl dithioacetals 3 derived from cinnamaldehydes reacted with 2,3-dichloro-5,6-dicyano-p-benzoquinone in aqueous solvents to give benzaldebydes 4. Hydride transfer from 1-3 to 2,3-dichloro-5,6-dicyano-p-benzoquinone followed by hydrolysis and oxidative carbon-carbon bond cleavage would produce benzaldehydes 4.

Reduction of β-Arylthio- or β-Alkylthio-αβ-Unsaturated Ketones

The preparation and reduction of β-arylthio or β-alkylthio-αβ-unsaturated ketones (1) with lithium aluminium hydride or sodium borohydride have been examined.Reduction of the ketones (1) with lithium aluminium hydride gave αβ-unsaturated ketones (2), in which the olefinic (R1) and carbonyl (R2) substituents are reversed compared with the starting αβ-unsaturated ketone (1), or the saturated γ-hydroxy-sulphides (3).Reduction of the ketones (1) with sodium borohydride afforded only the αβ-unsaturated ketones (2).Reduction of (1) with sodium borohydride in the presence of metal halides gave the saturated ketones (5).