110210-15-6

Upstream product

• 1950-78-3 p-toluenesulfonyl iodide 
• 766-97-2 4-n-methylphenylacetylene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 536-57-2 p-toluene sulfinic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 14062-05-6 N,N'-ditosylhydrazine 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 624-31-7 4-tolyl iodide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 61820-95-9 2-(toluene-4-sulfonyl)-1-p-tolylethanone 
• 86971-42-8 (E)-1-methyl-4-(4-methylstyrylsulfonyl)benzene 
• 110210-21-4 C₁₆H₁₆O₂S 

Relevant academic research and scientific papers

Transition-metal-free NaI-mediated reaction of aryl sulfonyl chloride with alkynes: Synthesis of (E)-β-iodovinyl sulfones

A novel protocol for synthesis of (E)-β-Iodovinyl sulfones via NaI-mediated of aryl sulfonyl chloride with alkynes is described, featuring transition-metal-free condition, commercial available substrates, convenient operation, as well as good functional group compatibility. A wide variety of substrate application and good functional group tolerance is provided by this approach, giving multiple (E)-β-Iodovinyl sulfones analogues with excellent yields (up to 98%, >4 g scale).

Iodosulfonylation of Alkynes under Ultrasound Irradiation

(E)-Iodo vinylsulfones are synthesized under ultrasound irradiation using alkynes, sulfonyl hydrazides, potassium iodide and hydrogen peroxide. The key features of this protocol are the speed and efficiency of the reactions, which afford good to excellent

Introduction of N,N'-disulfonylhydrazines as new sulfonylating reagents for highly efficient synthesis of (E)-β-iodovinyl arenesulfones under mild conditions

N,N'-Disulfonylhydrazines have been proven to be the most reactive precursors of the sulfonyl radicals among all types of sulfonyl substituted hydrazines as early as half a century ago. However, the sulfonyl radicals generated from these compounds have no

Unprecedented Reactivity of β-Iodovinyl Sulfones: An Efficient Synthesis of β-Keto Sulfones and β-Keto Thiosulfones

An unprecedented reactivity of (E)-β-iodovinyl sulfones in the presence of NaOAc is reported. The (E)-β-iodovinyl sulfones were treated with NaOAc in DMSO/H2O to yield β-keto sulfones in moderate to high yields. A novel oxidative difunctionalization of β-iodovinyl sulfones with thiosulfonates and NaOAc in DMF has been developed. This metal-free oxosulfenylation is an operationally simple to access a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at gram-scale, thus illustrating its efficiency and practicality. A plausible mechanism for the protocol is also proposed.

Cobalt-catalyzed stereoselective iodosulfonylation and diiodination of alkynes via oxidation of potassium iodide in air

Cobalt-catalyzed iodosulfonylation of alkynes can be achieved using sodium sulfinates in the presence of KI. This procedure produces numerous stereoselective (E)-β-iodoalkenyl sulfones with good yields and suppresses the formation of diiodoalkenes. Furthermore, when this reaction is performed in the absence of sodium sulfinates, the expected (E)-diiodoalkenes are obtained.

Synthetic method of beta-iodo-alkenyl sulfone compound

The invention discloses a synthetic method of a beta-iodo-alkenyl sulfone compound. The synthesis method comprises the following steps: mixing an alkyne derivative, a sulfonyl hydrazine derivative, iodine pentoxide and a solvent to obtain a mixed solution

Generation of β-Halo Vinylsulfones through a Multicomponent Reaction with Insertion of Sulfur Dioxide

A four-component reaction of terminal alkynes, aryldiazonium tetrafluoroborates, sulfur dioxide surrogate of DABCO?(SO2)2, and potassium halide in the presence of copper(I) chloride (10 mol %) gives rise to β-halo vinylsulfones with good stereoselectivity. The vicinal difunctionalization of alkynes through sulfonylation and halogenation with the insertion of sulfur dioxide works efficiently. A plausible mechanism is proposed, which includes a radical process.

Iodine-Catalyzed Facile Approach to Sulfones Employing TosMIC as a Sulfonylating Agent

A novel iodine-catalyzed functionalization of a variety of olefins and alkynes and direct decarboxylative functionalization of cinnamic and propiolic acids with TosMIC to provide access to various vinyl, allyl, and β-iodo vinylsulfones is described. This simple, efficient, and environmentally benign approach employing inexpensive molecular iodine as a catalyst demonstrates a versatile protocol for the synthesis of highly valuable sulfones, rendering it attractive to both synthetic and medicinal chemistry.

Direct difunctionalization of alkynes with sulfinic acids and molecular iodine: A simple and convenient approach to (E)-β-iodovinyl sulfones

A simple and convenient approach for the construction of β-iodovinyl sulfones has been developed via direct difunctionalization of alkynes with sulfinic acids and molecular iodine. The present reaction provides a highly efficient approach to a diverse range of substituted (E)-β-iodovinyl sulfones in moderate to good yields with excellent stereo- and regio-selectivities but no need for any metal catalyst or additives.