16155-32-1

Upstream product

• 106-94-5 propyl bromide 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 2315-68-6 propyl benzoate 
• 14366-66-6 1-chloro-4-[(3-chloropropyl)thio]benzene 

Downstream Products

• 21865-08-7 p-Chlorphenylpropylsulfoxid 
• 101167-08-2 4-chlorophenyl propyl sulfone 
• 144265-57-6 1-Chloro-4-(1-chloro-propylsulfanyl)-benzene 
• 1027158-94-6 1-[1-(4-Chloro-phenylsulfanyl)-propoxy]-2,4-diethyl-benzene 
• 1027837-04-2 C₁₆H₁₇ClOS 
• 935662-12-7 (S_S)-p-chlorophenyl propyl sulfoxide 
• 817562-59-7 1,1,2-trifluoro-2-(p-chlorophenylthio)propane 
• 935662-17-2 (S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide 

Relevant academic research and scientific papers

Production of Alkyl Aryl Sulfides from Aromatic Disulfides and Alkyl Carboxylates via a Disilathiane–Disulfide Interchange Reaction

The results of this study show that disilathiane is an effective mediator in the synthesis of alkyl aryl sulfides with disulfides and alkyl carboxylates. Mechanistic studies suggest that disilathiane promotes cleavage of the sulfur–sulfur bond of disulfides to generate thiosilane as a key intermediate. Diselenides were also applicable to this transformation to produce the corresponding selenides.

Sulfite-promoted one-pot synthesis of sulfides by reaction of aryl disulfides with alkyl halides

A sodium dithionite, sodium thiosulfate and rongalite promoted one-pot synthesis of aryl alkyl sulfides at room temperature has been developed. The reactions of a range of disulfides with alkyl halides proceeded smoothly in the presence of rongalite. Possible reaction pathways are discussed and the effects of these sulfites on disulfides are investigated. The important features of this protocol are metal-free, strong-base-free, and mild reaction conditions, operational simplicity, short reaction times and high yields of products. Georg Thieme Verlag Stuttgart.

One-pot synthesis of sulfides by reaction of disulfides with alkyl halides in the presence of sodium dithionite

Sodium dithionite-promoted synthesis of unsymmetrical diorganyl sulfides by a reaction of diaryl disulfides with alkyl halides at r.t. has been developed. The advantages offered by this method are operational simplicity, a faster reaction, neutral and mild reaction conditions, and moderate to good yields of products.

Iterative stereospecific reagent-controlled homologation of pinacol boronates by enantioenriched α-chloroalkyllithium reagents

Reaction of pinacol boronates with putative enantioenriched α-chloroalkyllithium species, generated in situ from homochiral α-chloroalkylsulfoxides by sulfoxide ligand exchange with t-BuLi in PhMe at -78 °C, gave chain-extended boronic ester products with generally excellent stereochemical fidelity. Iteration of this stereospecific reagent-controlled homologation (StReCH) process enabled the programmed synthesis of all four stereoisomers of a stereodiad-containing model system (4-benzyl-1,6-diphenylhexan-2-ol) with er ≥ 97:3 in all cases. Copyright

Selective trifluorination of alkyl aryl sulfides using IF5

In the reaction of IF5 with alkyl aryl sulfides in heptane under reflux conditions, the arylthio group migrated once and three fluorine atoms were selectively introduced on the alkyl chain. In order to find the reason why the reaction stopped at the trifluorination step, we examined the oxidation potentials of the starting material, a reaction intermediate, and the product, and the time course of the reactions. Graphical Abstract.

Synthesis of α-chloroalkyl ethers from phenols

α-Chloroalkyl aryl ethers has been obtained in good yields from phenols and aryl α-chloroalkyl sulfides.

MODERN FRIEDEL-CRAFTS CHEMISTRY. XI. CYCLIZATION OF ARYL HALOALKYL SULFONES, ARYLSULFONYLACYL CHLORIDES AND THEIR CORRESPONDING SULFIDES

The sulfone group deactivation for cyclialkylation and cycliacylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a number of aryl chloroalkylsulfones (1-8) and arylsulfonylacyl chlorides (17a-22a), respectively.As expected, the corresponding arylchloroalkyl sulfides (9-16) and arylmercaptoacyl chlorides (13a-28a) underwent ring-closure reaction in most cases under the same conditions.The ease of cyclization was governed by the ring size, the stability of the attacking carbocation and the nucleophilicity of the aryl moiety.Also, the behaviour of benzyl sulfones (29, 31a, and 32a) and sulfides (33, 34a and 36a) was inconsistent.Noteworthy, the Friedel-Crafts cyclization reaction is thus considered an accessible method for the synthesis of compounds 37-41 and 45, 51.