31599-09-4

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 536-74-3 phenylacetylene 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 86602-23-5 (E)-(2-chloro-1-phenylvinyl)(4-chlorophenyl)sulfane 
• 86602-25-7 (Z)-1-chloro-2-(4-chlorophenylthio)-1-phenylethene 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 36603-45-9 2-((4-chlorophenyl)sulfonyl)-1-phenylethanone 

Downstream Products

• 100716-73-2 4-chlorophenyl 2-phenylethyl sulphone 

Relevant academic research and scientific papers

Heteroleptic Copper-Based Complexes for Energy-Transfer Processes: E → Z Isomerization and Tandem Photocatalytic Sequences

Energy-transfer processes involving copper complexes are rare. Using an optimized heteroleptic copper complex, Cu(bphen)(XantPhos)BF4, photosensitized E → Z isomerization of olefins is demonstrated. The XantPhos ligand afforded sensitizers with improved catalyst stability, while the bphen ligand lengthened the excited-state lifetime. A series of 25 di- and trisubstituted alkenes underwent photoisomerization, including macrocycles and 1,3-enynes. Cu(bphen)(XantPhos)BF4 could also be employed in a tandem ATRA/photoisomerization process employing arylsulfonyl chlorides, an example of photoisomerization with halide-substituted olefins.

Iron(III) Chloride-Mediated Regio- and Stereoselective Chlorosulfonylation of Alkynes and Alkenes with Sodium Sulfinates

The atom-economic and one-pot regio- and stereoselective addition of sodium arenesulfinates to either alkynes or alkenes can be achieved with an iron(III) chloride hexahydrate [FeCl3?6 H2O] catalytic system to afford β-haloalkenyl and β-chloroalkyl sulfones in moderate to good yields. (Figure presented.).

A method of preparing beta-chloroalkenyl sulfone compounds from sulfonates and alkynes

A method of preparing beta-chloroalkenyl sulfone compounds from sulfonates and alkynes is provided. The method includes directly synthesizing the beta-chloroalkenyl sulfone compounds from the sulfonates and the alkynes in a nitrogen or inert gas atmosphere by using an iron halogenide agent. The method adopts raw materials and the iron halogenide agent which are cheap, stable and easily available, and does not use ligands, acids, peroxides, microwave radiation, and other special reaction conditions. Pre-functionalization of a substrate is not needed. The method is mild in reaction conditions, simple in operation, short in reaction time and high in product selectivity, substrate applicability and yield, and has a potential application prospect in the fields of medicines, organic synthesis intermediates, and the like.

Iron halide-mediated regio- and stereoselective halosulfonylation of terminal alkynes with sulfonylhydrazides: Synthesis of (E)-β-chloro and bromo vinylsulfones

Halosulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive iron halide as halide source in the presence of TBHP, allowing the regio- and stereoselective generation of (E)-β-chloro and bromo vinylsu

Iron-catalyzed regio- and stereoselective chlorosulfonylation of terminal alkynes with aromatic sulfonyl chlorides

Terminal alkynes react with aromatic sulfonyl chlorides in the presence of an iron(II) catalyst and a phosphine ligand to give (E)-β- chlorovinylsulfones with 100% regio- and stereoselectivity. Various functional groups, such as chloride, bromide, iodide, nitro, ketone, and aldehyde, are tolerated under the reaction conditions. Addition of tosyl chloride to a 1,6-enyne followed by radical 5-exo-trig cyclization gave an exocyclic alkenylsulfone.

Addition of 4-Chlorobenzenesulphenyl Chloride to 3-Methylbut-1-yne, Hex-1-yne, and Phenylacetylene: Isomerisation and Hydrolysis of the Adducts

The addition of (4-ClC6H4SCl, (2), to RCH(*)CH, (1; R=Pri, Bun), gives (E)-4-ClC6H4(R)C(*)C(H)Cl, (E)-(3), and (E)-4-ClC6H4(H)C(*)C(R)Cl, (E)-(4) in a fixed ratio; the addition to (1; R=Ph) gives regiospecifically (E)-(3; R=Ph) in ethyl acetate, but different proportions of (E)-(3) and (E)-(4) (R=Ph), in chloroform, sym-tetrachloroethane, and acetic acid.With an excess of the sulphenyl chloride (2), (E)-(3) and (E)-(4) isomerize to (Z)-(4) (same R).The sulphuric-acid catalysed hydrolysis of (E)-(3; R=Pri, Bun, Ph) gives α-chloroketones RCOCH2Cl(5) (same R).The (E)-(4) isomers do not hydrolyse.