Low-valent Titanium Induced Reductive Coupling Reaction of Aryl Sulfonyl Chlorides with α,β-Unsaturated Esters

The reductive coupling reactions of aryl sulfonyl chloride induced by (TiCl4-Zn) reagent affords diaryl disulfide. However, reaction of aryl sulfonyl chloride with α,β-unsaturated ester under the same condition affords β-arylsulfo ester.

Convenient Synthesis of Thioester-Substituted Oxindoles by Palladium-Catalyzed Thiocarbonylative Cyclization with Sulfonyl Chlorides as the Sulfur Source

A general and straightforward strategy for the synthesis of thioester-substituted oxindoles via a palladium-catalyzed thiocarbonyla-tive cyclization process has been developed.With sulfonyl chlorides as promising sulfur source,a wide range of thioester-substituted oxindoles were obtained in moderate to high yields.Both aryl and alkyl sulfonyl chlorides were well tolerated,and Mo(CO)6 played a dual role as both a CO source and a reductant in this approach.

Silver(I)-mediated reaction of trimethylsilylated arylacetylenes with sulfonyl chlorides:Unexpected formation of vinvl sulfones

A novel reaction of trimethylsilylated arylacetylenes with sulfonyl chlorides was performed in the presence of silver nitrate or triflate. Conjugated vinyl sulfones as dramatic products were obtained in moderate yields and with Z-selectivity. A free radical mechanism has been proposed to account for the formation of the products.

BRANCHING GENERATION DURING THE FREE RADICAL COPOLYMERIZATION OF p-VINYL BENZENE SULFONYL CHLORIDE WITH STYRENE

The branching generation during the free radical copolymerization of chain transfer monomer p-vinyl benzene sulfonyl chloride （VBSC） with styrene was investigated by a simple mathematic model. Chain transfer constant of VBSC was determined to be around 0.3 by fitting the 1H-NMR monitored experimental results with a mathematic model. According to the theoretical analysis, the obtained poIy（VBSC） and its copolymers were substantiated to have a grafting-like main chain with residual pendent sulfonyl chloride groups after consuming most of the vinyl groups. The copolymerization results of VBSC with styrene at varied feed ratios demonstrated that conversion of sulfonyl chloride groups was lower than that of the monomer, which was in agreement with the theoretical results. The glass transition temperature, number average molecular weight and distribution of those obtained polymers were primarily investigated. Comparing with other chain transfer monomers, VBSC has a chain transfer constant much closer to unity therefore a more branched polymer is expected. Additionally, the branched polystyrene with residual sulfonyl chloride groups is hopefully to be further used as ATRP macro- initiators or reactive intermediates to synthesize functional polymers with complex structure.

A Facile Synthesis of 3,5-Diaryl 1,2,4-Selenadiazoles from Aryl Selenoamides

A facile synthesis of 3,5-diaryl 1,2,4-selenadiazoles was provided by treatment of aryl selenoamides with p-methylphenyl sulfonyl chloride in chloroform.

Visible-light-irradiated tandem sulfonylation/cyclization of indole tethered alkenes for the synthesis of tetrahydrocarbazoles

A visible-light-mediated reaction of indole derivatives employing arylsulfonyl chlorides as sulfonyl surrogates has been developed,which proceeds via the sequence of reduction of sulfonyl chloride,sulfonylation,and intramolecular cyclization.This mild protocol transforms a diverse array of indole tethered alkenes and simple sulfonyl chlorides into highly valuable functionalized tetrahydrocarbazoles in good yields.This reaction is also suitable for gram-scale synthesis,which provides an efficient and green access to multi-substituted tetrahydrocarbazoles.