10027-69-7

Upstream product

• 187737-37-7 propene 
• 38739-06-9 S-isopropyl isopropanethiosulfinate 
• 164266-59-5 tert-Butylsulfenyl isopropylsulfinyl thioanhydride 
• 18068-25-2 Formaldehyde diisopropyl dithioacetal 

Downstream Products

• 1025721-06-5 2-Isopropylsulfanyl-2-((S)-toluene-4-sulfinyl)-cyclohexanone 
• 220260-10-6 3-[3-isopropylsulfanyl-2-(2,2,2-trifluoro-acetylamino)-imidazo[1,2-a]pyridin-6-yl]-N-methyl-3-phenyl-acrylamide 
• 1427662-36-9 (4R,5S)-3-(isopropylthio)-4-methyl-5-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

The Chemistry of Alkylsulfenyl Alkylsulfinyl Thioanhydrides. The Mechanism of Decomposition

The decomposition mechanism of alkylsulfenyl alkylsulfinyl thioanhydrides has been investigated.Although the product mixture is complex in most cases, a detailed decomposition study as well as a careful analysis of the products allows for a proposal for a general mechanism which is interesting and not simple.We find, however, that the decomposition process is consistent with that of related systems.

Palladium-catalysed Hydrosulfination: Synthesis of Sulfonic Acids and S-Alkyl Alkanethiosulfonates from Alkenes, Sulfur Dioxide and Hydrogen

S-Alkyl alkanethiosulfonates and sulfonic acids can easily be synthesized from sulfur dioxide, alkenes, hydrogen and a cationic palladium(II)-diphosphine complex like 2 1 , at temperatures above the ceiling temperature of the SO2-alkene copolymer.

Electro-organic Reactions. Part 24. Preparative and Mechanistic Aspects of the Anodic Oxidation of Dithioacetals and 1,3-Dithianes

Anodic oxidation of the title compounds is a convenient and efficient method for deprotection, i.e. for the regeneration of carbonyl compounds. A detailed investigation of sulphur-containing products confirmed that the initial, 2 F mol-1, products are disulphides which, in aqueous acetonitrile, are oxidised further to alkyl alkane thiosulphinates and the corresponding thiosulphonates.In some cases alkyl polysulphides and N-alkylacetamides are important products.Unsymmetrical dithioacetals are oxidised anodically to the three possible disulphides, i.e. cross-coupling occurs.Unsymmetrical disulphides are similarly oxidised to a complex mixture of symmetrical and unsymmetrical thiosulphinates and thiosulphonates. These results, combined with those of cyclic voltammetric and coulometric experiments, suggest a mechanism in which the key step in carbon-sulphur bond cleavage in the initially formed radical cation.The direction of the cleavage is determined by understandable substituent effects.

REACTION OF THIOLSULFINATES WITH TRIHALOACETIC ANHYDRIDES-I EVIDENCE FOR THE FORMATION OF SULFENYL AND SULFINYL CARBOXYLATES

Thiosulfinates react with trifluoro- or trichloroacetic anhydride to give equimolar mixtures of the coresponding disulfides and sulfinyl trifluoro- or trichloroacetates which are in equilibria with sulfenyl carboxylates.Although the equilibrium lies far toward sulfinyl carboxylates at room temperature, addition of olefins to the mixed solution of sulfinyl carboxylate and corresponding disulfide affords the adducts which are formed in the reaction between the corresponding sulfenyl carboxylates and the olefins.Meanwhile, treatment of carboxylic acid silver salts with sulfinyl chlorides also gives sulfinyl carboxylates, howevver, sulfinyl carboxylates have not been successfully isolated yet.