63383-26-6

Upstream product

• 16411-16-8 p-chlorophenyl vinyl sulfide 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 66285-56-1 p-Chlorphenyl-1-(1-diphenylhydroxymethyl)-hexylsulfoxid 
• 66285-54-9 (4-chlorophenyl) hexyl sulfoxide 
• 63383-30-2 1,5-bis-(4-chloro-benzenesulfinyl)-3-methyl-3-nitro-pentane 
• 66285-57-2 2-(4-Chloro-benzenesulfinyl)-1,1-diphenyl-butan-1-ol 
• 66285-58-3 p-Chlorphenyl-3,3-dimethyl-1-(diphenylhydroxymethyl)-sulfoxid 
• 63383-22-2 2-[2-(4-Chloro-benzenesulfinyl)-ethyl]-2-cyano-3-methyl-butyric acid ethyl ester 
• 63383-19-7 1-chloro-4-(3-methyl-3-nitro-butane-1-sulfinyl)-benzene 
• 73392-88-8 2-Oxo-3-<2-(p-chlorphenylsulfinyl)aethyl>-12-vinyl-cyclododecan-carbonsaeure-methylester 
• 73392-90-2 2-Oxo-1-<2-(p-chlorphenylsulfonyl)aethyl>-12-vinyl-cyclododecancarbonsaeure-methylester 
• 21865-08-7 p-Chlorphenylpropylsulfoxid 
• 7205-75-6 p-Chlorphenyl-1,1-dimethylaethylsulfoxid 
• 66285-55-0 p-Chlorphenyl-3,3-dimethylbutylsulfoxid 
• 66285-60-7 p-Chlorphenyl-1-(1-hydroxycyclohexyl)-hexylsulfoxid 
• 10201-58-8 1-phenylhept-1-ene 

Relevant academic research and scientific papers

Extended Pummerer fragmentation mediated by carbon dioxide and cyanide

Pummerer rearrangement reactions generate sulfur (II) oxidation state from sulfur (IV) starting materials in the presence of activating reagents. We found unprecedented transformation of vinyl sulfoxide; disulfide formation reactions mediated by atmospheric pressure of carbon dioxide in extended Pummerer rearrangement reactions. Only under CO2 atmosphere, we observed moderate to high yields of disulfide starting from sulfur (IV) starting materials. Investigations on the reaction mechanism revealed that the degradation of the starting materials and the products was significant in the absence of CO2. Further evidence for the suggested reaction mechanism was obtained by a cross-over experiment and a radical trapping reagent.

Enantioselective synthesis of 2,2,5-triand 2,2,5,5-tetrasubstituted tetrahydrofurans via [4 + 2] cycloaddition and ring-opening cross-metathesis

A chiral vinyl sulfoxide has been developed that undergoes highly diastereoselective Diels-Alder cycloadditions with various substituted furans in excellent yield. The cycloadducts can be stereoselectively transformed into 2,2,5-tri-and 2,2,5,5-tetrasubstituted tetrahydrofurans, which are structural subunits of many natural products, via regioselective ring-opening metathesis/cross-metathesis or oxidative cleavage/refunctionalization.

Oxidation of aryl vinyl sulfides in the Butooh-Ti(OPri)4-(R,R)-diethyl tartrate system

Oxidation of aryl vinyl sulfides into aryl vinyl sulfoxides in the ButOOH-Ti(OPri)4-(R, R)-diethyl tartrate system was studied. The process afforded low optical yields (no more than 5%). A model of the oxidation was proposed that allows interpreting the dependence of the reaction enantioselectivity on the structure of a substrate.