66716-59-4

Upstream product

• 113450-77-4 N-methyl-N-(4-nitrophenyl)-N'-<1-(phenylthio)hex-1-en-2-yl>acetamidine 
• 86887-87-8 Hex-1-en-1-yl phenyl sulfide 
• 539-82-2 ethyl n-valerate 
• 103-04-8 (phenylthio)acetic acid 
• 693-02-7 hex-1-yne 
• 931-59-9 benzenesulfenyl chloride 
• 20261-68-1 1-chlorohexan-2-one 
• 108-98-5 thiophenol 
• 110-59-8 pentanonitrile 
• 4832-52-4 tris(phenylthio)methane 
• 7031-27-8 (phenylthio)acetic acid chloride 
• 64168-52-1 4'-nitrobenzenesulfenanilide 
• 123630-47-7 (E)-2-acetoxy-1-phenylthiohex-1-ene 
• 124277-29-8 N-(4-nitrophenyl)-N'-<1-(phenylthio)hex-1-en-2-yl>acetamidine 

Downstream Products

• 113093-50-8 1-benzenesulfonylhexan-2-one 
• 137524-56-2 β-keto S-phenyl thiohexanoate 
• 6395-83-1 α-keto methyl hexanoate 
• 137524-61-9 1,1-Dichloro-1-phenylsulfanyl-hexan-2-one 

Relevant academic research and scientific papers

Titanocene(II)-promoted desulfurizative acylation of thioacetals with alkanenitriles

Ketones were obtained in good yields by titanocene(II)-promoted reaction of thioacetals with alkanenitriles. The regioselective formation of α-substituted ketone was observed when the reaction was carried out in the presence of methyl iodide or benzyl bro

One electron transfer reaction of phenyl vinyl sulfides with dioxygen. The fate of the intermediate vinyl sulfide radical cations

Mild reaction of phenyl vinyl sulfides with dioxygen can lead to the eventual formation of rearranged vinyl sulfides and/or carbonyl-containing sulfide products, which are believed to result from decomposition of initially-formed vinyl sulfide radical cations. Supporting evidence is provided by the comparable findings obtained from the one electron oxidation of one vinyl sulfide by cerium (IV) ammonium nitrate.

The hydroboration of 1-alkylthio-1-alkynes, and its application to the syntheses of s-alkyl alkanethioates and (Z)-1-alkylthio-1-alkenes

Hydroboration of 1-alkylthio-1-alkynes with dicyclohexylborane or bis(1,2-dimethylpropyl)borane proceeded smoothly, adding most of the dialkylboryl group to the α-position of the triple bond. The resulting alkenylboranes afforded either S-alkyl alkanethio

Acetamidinosulphenylation of Alkynes via Electrophilic Addition of 4'-Substituted Benzenesulphenanilides in Acetonitrile

A number of 4'-substituted benzenesulphenanilides and N-methyl-4'-nitrobenzenesulphenanilide are shown to add to simple alkynes in acetonitrile in the presence of boron trifluoride-diethyl ether to give acetamidinovinyl sulphides in varying yields.Addition is largely favoured by dialkyl substitution on the alkyne and by electron-attracting anilide substituents.Moreover, the azasulphenylation adducts are produced with trans stereospecificity and high regioselectivity (Markovnikov orientation).A likely mechanism involves nucleophilic displacement by the alkyne at the activated sulphur of the anilide complexed with boron trifluoride leading to the initial formation of a thiirenium ion intermediate.Subsequent back-side attack of acetonitrile on the thiirenium ion gives a nitrilium ion which is ultimately trapped by the liberated arylamine.

Electrophilic Addition of 4'-Nitrobenzenesulphenanilide to Alkynes in Acetic Acid. A Synthesis of β-Acetoxyvinyl Sulphides

4'-Nitrobenzenesulphenanilide reacts at room temperature with simple alkyl- and aryl-alkynes in acetic acid in the presence of boron trifluoride-diethyl ether to afford products of acetoxysulphenylation in moderate to good yields.The addition products are

A CONVENIENT SYNTHESIS OF Β-KETO PHENYL SULPHIDES FROM ALKYNES.

β-Keto sulphides can be conveniently prepared by BF3-promoted reaction of 4'-nitrobenzenesulphenanilide in acetonitrile or acetic acid and subsequent hydrolysis of the resulting β-acetamidino- or β-acetoxy-vinyl phenyl sulphides.