112458-71-6

Upstream product

• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 64-17-5 ethanol 
• 536-57-2 p-toluene sulfinic acid 
• 2678-54-8 ketene diethyl acetal 
• 185243-93-0 N-[(4-methoxyphenyl)-(toluene-4-sulfonyl)methyl]formamide 
• 75-03-6 ethyl iodide 
• 143505-42-4 1-[(4-methylphenyl)sulfinyl]-2-(trimethylsilyl)ethane 
• 768-56-9 4-Phenylbut-1-ene 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 21179-27-1 (S)-(+)-N,N,4-trimethylbenzenesulfinamide 
• 85565-07-7 N,N-diisopropyl-4-methylbenzenesulfinamide 
• 6873-59-2 N-(4-methylphenylsulfinyl)-N,N-diethylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 10381-70-1 benzyl 4-methylphenyl sulfoxide 
• 57671-12-2 N-(4-methylphenylsulfinyl)pyrrolidine 
• 6873-93-4 1-[(4-methylphenyl)sulfinyl]piperidine 
• 6873-53-6 N,N-dibutyl-p-toluenesulfinamide 
• 103-19-5 di(p-tolyl) disulfide 
• 32884-74-5 3-[(4-methylphenyl)sulfanyl]-1H-indole 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 98-86-2 acetophenone 
• 1622221-72-0 7-methyl-3-[(4-methylphenyl)sulfanyl]-1H-indole 
• 1213786-14-1 2‐phenyl‐3‐(p‐tolylthio)‐1H‐indole 

Relevant academic research and scientific papers

A CONVENIENT PREPARATION OF SULPHINIC ESTERS FROM SULPHINYL CHLORIDES AND CHLOROSULPHITES USING HEXAMETHYLDISILOXANE AS CHLORIDE ANION ACCEPTOR

Sulphinic esters can be obtained in high yields by the reaction of sulphinyl chlorides with chlorosulphites in the presence of hexamethyldisiloxane and catalytic amount of dimethyl sulphoxide.

Synthesis of chiral sulfinate esters by asymmetric condensation

Achiral sulfur functional groups, such as sulfonamide, sulfone, thiol and thioether, are common in drugs and natural products. By contrast, chiral sulfur functional groups are often neglected as pharmacophores1–3, although sulfoximine, with its unique physicochemical and pharmacokinetic properties4,5, has been recently incorporated into several clinical candidates. Thus, other sulfur stereogenic centres, such as sulfinate ester, sulfinamide, sulfonimidate ester and sulfonimidamide, have started to attract attention. The diversity and complexity of these sulfur stereogenic centres have the potential to expand the chemical space for drug discovery6–10. However, the installation of these structures enantioselectively into drug molecules is highly challenging. Here we report straightforward access to enantioenriched sulfinate esters via asymmetric condensation of prochiral sulfinates and alcohols using pentanidium as an organocatalyst. We successfully coupled a wide range of sulfinates and bioactive alcohols stereoselectively. The initial sulfinates can be prepared from existing sulfone and sulfonamide drugs, and the resulting sulfinate esters are versatile for transformations to diverse chiral sulfur pharmacophores. Through late-stage diversification11,12 of celecoxib and other drug derivatives, we demonstrate the viability of this unified approach towards sulfur stereogenic centres.

Isocyanide-Induced Esterification of Sulfinic Acids to Access Sulfinates

The isocyanide-induced esterification of sulfinic acids with alcohols or thiophenols access to sulfinates has been developed. Various primary, secondary, and tertiary alcohols could be compatible with the established protocols. Notably, such an isocyanide-induced synthetic strategy presented the advantages of simple operation, good functional group tolerance, and more than 40 examples up to 99% yields. (Figure presented.).

Dual Roles of Rongalite: Reductive Coupling Reaction to Construct Thiosulfonates Using Sulfonyl Hydrazides

A tunable and practical transformation of structurally diverse sulfonyl hydrazides into thiosulfonates in the presence of Rongalite (NaHSO 2·CH 2O) was developed. Transition-metal-free conditions, operational simplicity, and readily available reagents are the striking features of this protocol. It is the first example for the synthesis of thiosulfonates using sulfonyl hydrazides with the assistance of reductant. Additionally, the mechanistic studies revealed that this transformation probably undergoes via a reducing-coupling pathway.

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).

Preparation method of sulfinate compound

The invention relates to a preparation method of a sulfinate compound shown as a formula (III), which comprises the following steps: by using a sulfonyl hydrazine compound shown as a formula (I) and alcohol shown as a formula (II) as raw materials, adding

Iodine-catalyzed sulfuration of isoquinolin-1(2H)-ones applying ethyl sulfinates

An efficient sulfuration of isoquinolin-1(2H)-ones at the C-4 position is reported by employing ethyl sulfinates, and the corresponding products are obtained in moderate to excellent yields in the presence of iodine. This synthetic strategy provides a range of thioether-isoquinolin-1(2H)-ones while tolerating a number of functional groups on the isoquinoline nitrogen atom and benzene ring. In addition, pyridin-2(1H)-one is also reacted smoothly and afforded the corresponding thioether product in moderate yield. A plausible mechanism is suggested based on the preliminary mechanistic studies.

Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide

The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration of ultrasonic irradiation than under the longer-lasting conventional stirring conditions.

Metal-Free C-C Coupling of an Allenyl Sulfone with Picolyl Amides to Access Vinyl Sulfones via Pyridine-Initiated in Situ Generation of Sulfinate Anion

Vinyl sulfones are privileged motifs known for their biological activity and synthetic utility. Synthetic transformations to efficiently access high-value compounds with these motifs are desired and sought after. Herein, a new procedure is described to fo

Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols

A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O 2in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions make this strategy eco-friendl.