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Usage

Uses

Used in Pharmaceutical Industry:
Benzenemethanesulfinic acid, sodium salt is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to form stable intermediates and participate in a range of reactions, such as nucleophilic substitution and elimination reactions, makes it a valuable component in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, Benzenemethanesulfinic acid, sodium salt is used as a reagent for the preparation of various organic compounds, including (E)-1-phenyl-4-sulfonylbut-1-ene compounds. These compounds have potential applications in the development of new materials, dyes, and other specialty chemicals.
Used in Research and Development:
Benzenemethanesulfinic acid, sodium salt is also utilized in research and development laboratories for the study of various chemical reactions and processes. Its unique properties and reactivity make it an essential tool for understanding the mechanisms of complex chemical transformations and for the development of new synthetic methodologies.

Upstream product

• 62381-90-2 2-(phenylmethylsulfinyl)pyridine N-oxide 
• 67219-33-4 2-phenylmethanesulfonyl-benzothiazole 
• 19654-17-2 2-benzylthiobenzothiazole 
• 1939-99-7 benzenesulfonyl chloride 
• 66310-10-9 N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate 
• 100-46-9 benzylamine 

Downstream Products

• 20614-98-6 Methyl N-methyl-N--carbamat 
• 100148-44-5 1,2-Bis-(benzylsulfonyl)-1,2-dicyan-ethen 
• 100148-37-6 1-Benzylsulfonyl-2-benzyl-1,2-dicyan-ethen 
• 10038-09-2 benzyl dichloromethyl sulfone 
• 139555-12-7 (E)-2-phenylethene-1-sulfonic acid 
• 7317-62-6 4-<2-Benzylsulfonyl-1,2-dicyan-vinyl>-N,N-dimethyl-anilin 
• 3012-37-1 benzyl thiocyanate 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 23670-27-1 Sodium; phenyl-methanethiosulfonate 
• 620-32-6 dibenzyl sulfone 
• 40734-81-4 N,N-Dimethyl-N'-benzylsulfonylmethylurea 
• 40734-83-6 N,N-Dimethyl-N'-benzylsulfonylmethylthiourea 
• 3696-70-6 α-Phenyl-N--urethan 

Relevant academic research and scientific papers

Sulfinates from Amines: A Radical Approach to Alkyl Sulfonyl Derivatives via Donor-Acceptor Activation of Pyridinium Salts

Synthetically versatile alkyl sulfinates can be prepared from readily available amines, using Katritzky pyridinium salt intermediates. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor-acceptor (EDA) complex, and trapped by SO2 to generate sulfonyl radicals. Hydrogen atom transfer (HAT) from Hantzsch ester gives alkyl sulfinate products, which are used to prepare a selection of medicinal chemistry relevant sulfonyl-containing motifs.

Copper-Catalyzed Enantioselective Construction of Tertiary Propargylic Sulfones

Tertiary propargylic sulfones are of significant importance in organic synthesis and medicinal chemistry, but to date no general asymmetric synthesis approach has been developed. We disclose a versatile copper-catalyzed sulfonylation of propargylic cyclic carbonates using sodium sulfinates that allows the construction of propargylic sulfones featuring elusive quaternary stereocenters. This method provides the first successful example of such an enantioselective propargylic sulfonylation, features high asymmetric induction, wide functional group tolerance, and scalability, and enables attractive product diversification.

Regio- and Enantioselective Preparation of Chiral Allylic Sulfones Featuring Elusive Quaternary Stereocenters

We describe here the first general asymmetric synthesis of sterically encumbered α,α-disubstituted allylic sulfones via Pd-catalyzed allylic substitution. The design and application of a new and highly efficient phosphoramidite ligand (L10) proved to be crucial, and a wide variety of challenging allylic sulfones featuring quaternary stereocenters could be obtained in good yields and with good to excellent levels of regio- and enantioselectivities under attractive process conditions. The developed methodology employs easily accessible chemical feedstock including racemic allylic precursors and sodium sulfinates. The utility of the method is further demonstrated by the synthesis of the sesquiterpene (?)-Agelasidine A.

Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions

An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.

Benzothiazole Sulfinate: A Sulfinic Acid Transfer Reagent under Oxidation-Free Conditions

Sulfinic acids are commonly encountered intermediates found in natural product synthesis and medicinal chemistry. However, because of high reactivity, instability, and harsh reaction conditions, they are difficult to synthesize. Herein we have developed an oxidation-free method to produce sulfinic acids and sulfinate salts using 2-sulfinyl benzothiazole (BTS). We have also demonstrated the synthetic usefulness by developing one-pot syntheses of sulfones and sulfonamides.

Generation of Sulfenate Salts via Ipso-substitution of Azaheterocyclic Sulfoxides. First Preparation and Characterization of Sodium 2-Pyridinesulfenate

2-Alkyl- or 2-aryl-sulfinylpyridine N-oxides undergo ipsosubstitution reaction with sodium ethoxide to afford sodium sulfenates which were converted soon to the corresponding sulfinates upon contact with oxygen.Sodium 2-pyridinesulfenate was prepared and characterized by FT-IR as the first example of stable sulfenate.

A CONVENIENT AND GENERAL SYNTHESIS OF ALKANE SULFINIC ACIDS

2-(Alkylsulfonyl)benzothiazoles are reduced with sodium tetrahydroborate to give alkane sulfinic acids in good yield.