42839-20-3

Upstream product

• 123-56-8 Succinimide 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 106-54-7 p-Chlorothiophenol 
• 106-39-8 bromochlorobenzene 
• 128-08-5 N-Bromosuccinimide 
• 128-09-6 N-chloro-succinimide 
• 37912-62-2 sodium succinimide 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 123-09-1 4-chlorophenyl methyl sulfide 

Downstream Products

• 89478-01-3 2-[(4-chloro)phenylthio]-1,4-naphthoquinone 
• 25935-99-3 6-Chlor-2,3-diphenylbenzothiophen 

Relevant academic research and scientific papers

Regioselective C-H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis

A mild and regioselective method for the preparation of unsymmetrical biaryl sulfides using iron(III) catalysis is described. Activation of N-(arylthio)succinimides using the powerful Lewis acid iron(III) triflimide allowed the efficient thiolation of a range of arenes, including anisoles, phenols, acetanilides, and N-heterocycles. The method was applicable for the late-stage thiolation of tyrosine and tryptophan derivatives and was used as the key step for the synthesis of pharmaceutically relevant biaryl sulfur-containing compounds such as the antibiotic dapsone and the antidepressant vortioxetine. Kinetic studies revealed that while N-(arylthio)succinimides bearing electron-deficient arenes underwent thioarylation catalyzed entirely by iron(III) triflimide, N-(arylthio)succinimides with electron-rich arenes displayed an autocatalytic mechanism promoted by the Lewis basic product.

Enantioselective Construction of Axially Chiral Amino Sulfide Vinyl Arenes by Chiral Sulfide-Catalyzed Electrophilic Carbothiolation of Alkynes

The enantioselective construction of axially chiral compounds by electrophilic carbothiolation of alkynes is disclosed for the first time. This enantioselective transformation is enabled by the use of a Ts-protected bifunctional sulfide catalyst and Ms-protected ortho-alkynylaryl amines (Ts=tosyl; Ms=mesyl). Both electrophilic arylthiolating and electrophilic trifluoromethylthiolating reagents are suitable for this reaction. The obtained products of axially chiral vinyl–aryl amino sulfides can be easily converted into biaryl amino sulfides, biaryl amino sulfoxides, biaryl amines, vinyl–aryl amines, and other valuable difunctionalized compounds.

h-BN@Copper(II) nanomaterial catalyzed cross-coupling reactions between sulfoximines and N-(phenylthio)-succinimide under mild condition

A novel and efficient method for the synthesis of N-S substituted sulfoximines has been established with h-BN-supported copper(II) nanomaterial as the catalyst. Catalyzed by this heterogeneous catalyst, the desired products were obtained with wide scope of substrates, good to excellent yields, free ligand and low-toxicity solvent. Moreover, after being reused ten times, there is almost no significant loss of its catalytic activity.

AlCl3-Catalyzed Intermolecular Annulation of Thiol Derivatives and Alkynes by 1,2-Sulfur Migration: Construction of 6-Substituted Benzo[b]thiophenes

A method for the AlCl3-catalyzed intermolecular oxidative annulation of N-(arylthio)phthalimide derivatives with alkynes has been developed. The annulation reaction occurs at room temperature and involves the oxidative cleavage of the S–N bond and 1,2-sulfur migration, which leads to the construction of diverse arrays of π-conjugated 6-substituted 2,3-diarylbenzo[b]thiophene derivatives.

Synthesis of 3-Sulfenylated Coumarins: BF3·Et2O-Mediated Electrophilic Cyclization of Aryl Alkynoates Using N-Sulfanylsuccinimides

A simple and efficient metal-free sulfenylation/cyclization of aryl alkynoates has been developed, obtaining various 3-sulfenylated coumarins in moderate to excellent yields. In the presence of BF3·Et2O, the stable and readily access

An efficient preparative route to substituted alkyl benzenesulfenates, versatile reagents for site-selective sulfenylative cyclizations

A versatile procedure for the synthesis of alkyl benzenesulfenates possessing varied patterns of nuclear substitution is described.

REACTION OF DIARYL DISULFIDES WITH N-CHLOROAMIDES OF CARBOXYLIC ACIDS

In the reaction of diaryl disulfides with N-chlorocarboxamides arenesulfenyl chlorides and N-acylarenesulfenamides are formed initially.The subsequent reaction path is determined by the reaction of the latter with the N-chlorocarboxamides, and N-acylarenesulfinimidoyl chlorides, N,N'-diacylaryldiazasulfonium chlorides, or N,N'-diacylarenesulfinamidines are formed, depending on the ratio of the reagents and on the reaction conditions.

MERCAPTOACYL DERIVATIVES OF SUBSTITUTED PROLINES

New mercaptoacyl derivatives of substituted prolines which have the general formula STR1 are useful as hypotensive agents.

Synthesis of α-thiohemiaminal derivatives of deoxynupharidine

Disulfides, sulfenyl chlorides, thiosulfonates, and sulfensuccinimides were evaluated as electrophilic thiating agents for converting the enamine 6-dehydroxynupharidine to α-thiohemiaminal derivatives of the alkaloid deoxynupharidine.Sulfensuccinimides we