77825-74-2

Upstream product

• 100-42-5 styrene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 96-09-3 styrene oxide 
• 24395-14-0 N-(p-tolylsulfonyl)-2-phenylaziridine 
• 17264-54-9 sodium p-methylbenzoate 
• 536-57-2 p-toluene sulfinic acid 
• 536-74-3 phenylacetylene 
• 122-52-1 triethyl phosphite 
• 50-00-0 formaldehyd 
• 5395-20-0 1-methyl-4-(benzylsulfonyl)benzene 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 76649-84-8 1-Phenyl-2-(phenylseleno)-1-(p-toluenesulfonyl)ethane 

Downstream Products

• 24422-77-3 1-methyl-4-((1-phenylethyl)sulfonyl)benzene 
• 127572-58-1 ethyl 4-phenyl-1H-pyrrole-2-carboxylate 
• 21390-88-5 ethyl 3-phenyl-1H-pyrrole-2-carboxylate 

Relevant academic research and scientific papers

The Sulfinylsulfonation of alkynes for β-Sulfinyl alkenylsulfone

Here we report the sulfinylsulfonation of alkynes to afford β-sulfinyl alkenylsulfone products with a broad substrate scope, excellent functional group compatibility, and high yield. Moreover, the sulfinylsulfonation reaction of enyne can also be realized for constructing functionalized carbo- and heterocycles through a radical cascade cyclization process.

Visible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones

A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones has been developed. This transformation provides a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.

Rh-Catalyzed Asymmetric Hydrogenation of α-Substituted Vinyl Sulfones: An Efficient Approach to Chiral Sulfones

Rh/(S)-(+)-DTBM-Segphos complex catalyzed asymmetric hydrogenation of α-substituted vinyl sulfones has been achieved, furnishing the desired products in high yields and excellent enantioselectivities (>90% yield, up to 99% ee). This method provided an eff

Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process

Direct radical additions to terminal alkynes have been widely employed in organic synthesis, providing credible access to the anti-Markovnikov products. Because of the Kharasch effect, regioselective control for the formation of Markovnikov products still remains a great challenge. Herein, we develop a transition-metal-free, visible light-mediated radical addition of S-nucleophiles to terminal alkynes, furnishing a wide array of α-substituted vinyl sulfones with exclusive Markovnikov regioselectivity. Mechanistic investigations demonstrated that radical/radical cross-coupling might be the key step in this transformation. This radical Markovnikov addition protocol also provides an opportunity to facilitate the synthesis of other valuable α-substituted vinyl compounds.

Gold-catalyzed intermolecular C-S bond formation: Efficient synthesis of α-substituted vinyl sulfones

A general method for the synthesis of α-substituted vinyl sulfones makes use of a combination of a triazole gold complex and gallium triflate. This efficient C-S bond formation between simple terminal alkynes and sulfinic acids provides access to various α-substituted vinyl sulfones. Less basic, less hindered: The gold-catalyzed intermolecular Markovnikov addition of sulfinic acids to terminal alkynes has been achieved through the use of a bimetallic gold/gallium catalyst system. Various α-substituted vinyl sulfones were efficiently synthesized. A one-pot synthesis that starts from the bench-stable sodium sulfinates was also developed (DCE=1,2-dichloroethane).

Highly regioselective ring-opening of aziridines with arenesulfinates on water: A facile access to β-amino/vinyl sulfones

We have developed a LiBr catalyzed efficient synthesis of β-amino sulfones from readily available aziridines and sodium sulfinates in good to excellent yields. The synthetic potential of β-amino sulfones has also been demonstrated by their facile conversion to the corresponding vinyl sulfones. The use of water as reaction media, atom-economy and isolation of products by simple filtration in the case of solid β-amino sulfones are certain green virtues of the synthetic protocol.

A one-pot regioselective synthetic route to vinyl sulfones from terminal epoxides in aqueous media

A highly efficient LiBr catalysed regioselective synthesis of vinyl sulfones from readily available terminal epoxides and sodium sulfinates in a one-pot procedure using water as a reaction medium is reported. The protocol is adorned with several attributes of green chemistry like recycling of the catalyst, atom-economy and an aqueous medium.

Polystyrene-supported selenosulfonates: Efficient reagents for regio- and stereocontrolled synthesis of vinyl sulfones

Two novel polystyrene-supported selenosulfonates reagents have been developed. As reagents for boron trifluoride catalyzed or AIBN catalyzed addition to olefins were successfully demonstrated and have been used for regioselective synthesis of vinyl sulfon

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.

CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES

1 or 2-p-Toluenesulfonyl(=tosyl)-1-alkenes were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration, respectively.Conversion of 1-tosyl-1-alkenes to the corresponding allylic sulfones, 1-tosyl-2-alkenes, was achieved by t