110210-16-7

Upstream product

• 873-73-4 4-n-chlorophenylacetylene 
• 1950-78-3 p-toluenesulfonyl iodide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 14062-05-6 N,N'-ditosylhydrazine 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 110210-22-5 (Z)-1-(4-chlorostyrylsulfonyl)-4-methylbenzene 

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

Electrochemical Induced Regio- and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)-β-Iodovinyl Sulfones

An efficient, green, and oxidant-free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSOs

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

Pd-Catalyzed Annulation of β-Iodovinyl Sulfones with 2-Halophenols: A General Route for the Synthesis of 3-Sulfonyl Benzofuran Derivatives

The palladium-catalyzed annulation between β-iodovinyl sulfones and 2-halophenols or 1-bromo-2-naphthol or 2-bromo-3-pyridinol is presented. The annulation process involving oxa-Michael addition-elimination and intramolecular Heck reaction leading to form

Iodine promoted iodosulfonylation of alkynes with sulfonyl hydrazides in an aqueous medium: Highly stereoselective synthesis of (E)-β-iodo vinylsulfones

A catalyst-free and metal-free sulfonylation reaction for the preparation of (E)-β-iodo vinylsulfones from alkynes with sulfonyl hydrazides and molecular iodine was efficiently developed under mild and environmentally benign conditions, in water without any ligand or catalyst. The reaction gave a range of structurally diverse β-iodo vinylsulfones with excellent E selectivities and high yields.

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

TBAI/K2S2O8-facilitated reaction of sulfonylhydrazides with alkynes: Facile synthesis of (E)-β-iodovinyl sulfones

An efficient and convenient approach for the construction of various (E)-β-iodovinyl sulfones has been developed through potassium persulfate/tetrabutylammonium iodide-facilitated reaction of sulfonylhydrazides with alkynes. The products were obtained in good to excellent yields. The salient features of this reaction are the applications of a new iodine source, environmentally benign, safer solid oxidant, and shorter reaction time.

Synthesis of (: E)-β-iodo vinylsulfones via iodine-promoted iodosulfonylation of alkynes with sodium sulfinates in an aqueous medium at room temperature

An efficient molecular iodine-promoted method for the synthesis of (E)-β-iodo vinylsulfones using water as the solvent at room temperature has been developed. This green reaction is fast, operationally simple, environmentally benign and, especially, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity.

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.