111895-50-2

Upstream product

• 158588-49-9 1-((2-iodooctyl)sulfonyl)-4-methylbenzene 
• 111-66-0 oct-1-ene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 657-84-1 sodium tosylate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 84314-22-7 1-methyl-4-(octane-1-sulfonyl)benzene 
• 1950-78-3 p-toluenesulfonyl iodide 

Downstream Products

• 85615-63-0 (Z)-2-octenyl p-tolyl sulfone 
• 100696-60-4 (E)-2-octenyl p-tolyl sulfone 
• 90633-61-7 1-Methyl-4-[((E)-oct-2-ene)-1-sulfonyl]-benzene 

Relevant academic research and scientific papers

Electrosynthesis of vinyl sulfones from alkenes and sulfonyl hydrazides mediated by KI: Аn electrochemical mechanistic study

A variety of vinyl sulfones were prepared from alkenes and sulfonyl hydrazides via electrochemical oxidative sulfonylation. The reaction proceeds in an experimentally convenient undivided electrochemical cell equipped with graphite and iron electrodes employing KI as a redox catalyst and a supporting electrolyte. Applying extremely high current density up to 270 mA/cm2 permits rapid synthesis in a compact reactor and with small surface area electrodes. A possible reaction mechanism was proposed with the use of cyclic voltammetry. It is the combination of anodic and cathodic processes in this reaction that makes it possible to obtain products under mild conditions with yields from moderate to high.

Revealing the metal-like behavior of iodine: An iodide-catalysed radical oxidative alkenylation

In this work, we have described an alternative alkenylation approach to illustrate the metal-like behaviour of iodine in cross-coupling reactions. Alkenylation could proceed through iodide catalysed radical initiation, radical addition and iodine promoted

An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction

An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Stereoselective synthesis of (E)-alkenyl sulfones from alkenes or alkynes via copper-catalyzed oxidation of sodium sulfinates

Alkenyl sulfones can be stereoselectively synthesized from alkenes or alkynes using sodium sulfinates. The reaction can be performed by a copper-catalyzed oxidation of sodium sulfinates in air. The reaction of alkenes gives (E)-alkenyl sulfones via anti addition of sulfonyl cation and elimination process. Furthermore, the employment of alkynes produces (E) β- haloalkenyl sulfones in the presence of potassium halides. Georg Thieme Verlag Stuttgart · New York.

CAN mediated reaction of aryl sulfinates with alkenes and alkynes: Synthesis of vinyl sulfones, β-iodovinyl sulfones and acetylenic sulfones

Cerium(IV) ammonium nitrate (CAN) mediated reaction of aryl sulfinates and sodium iodide with alkenes afforded vinyl sulfones in very good yields. Alkynes underwent similar reaction to give β-iodovinyl sulfones, which on treatment with potassium carbonate

An efficient one-pot synthesis of vinyl sulphones via CAN mediated reaction of aryl sulphinates and alkenes

Cerium(IV) ammonium nitrate mediated reaction of sodium arene sulphinate and sodium iodide with alkenes afforded vinyl sulphones in very good yields.

The Importance of Polar, Resonance, Steric and Solvent Effects in the Addition of Sulfonyl Radicals to Alkenes

The radical chain addition of tosyl iodide to some alkenes has been studied.The reaction was carried out at room temperature under visible light, giving the usual high yields of β-iodo sulfones.These adducts were transformed into the corresponding unsatur

Regio- and Stereoselective Synthesis of (E)- and (Z)-Vinylic Sulfones and Their Conversion to the Corresponding Allylic Sulfones

(E)- and (Z)-vinilyc sulfones were prepared regio- and stereoselectively from 1-alkenes or 1-alkynes in high yields via iodosulfonization in AcOEt-H2O.The vinylic sulfones thus prepared were converted to the corresponding allylic sulfones by treatment wit

Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones

1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologation or unhomologation methods.The vinylic sulfones thus prepared were further converted to the corresponding allylic sulfones under basic conditions.The stereochemistry of this conversion was discussed.One-carbon homologated allylic sulfones were directly obtained from aldehydes in good yields by the reaction with diethyl phenylsulfonylmethylphosphonate and 1,8-diazabicycloundec-7-ene (DBU) under mild conditions.