32884-74-5

Upstream product

• 120-72-9 indole 
• 103-19-5 di(p-tolyl) disulfide 
• 536-57-2 p-toluene sulfinic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 624-31-7 4-tolyl iodide 
• 17356-08-0 thiourea 
• 1466-88-2 2-nitrocinnamic aldehyde 
• 106-45-6 para-thiocresol 
• 496-15-1 1-indoline 
• 4124-41-8 p-toluenesulfonylanhydride 
• 6013-47-4 4-methylphenyl 4-methoxyphenyl sulfide 
• 13146-13-9 benzyl 4-methylbenzenesulfinate 
• 23730-30-5 α-methylbenzyl p-toluenesulfinate 
• 1858-86-2 Ethyl p-toluenesulfinate 

Downstream Products

• 170499-50-0 1-phenylsulfonyl-3-[(4-(di-tert-butoxycarbonyl)aminomethyl)phenylsulfonyl]indole 
• 170499-49-7 1-phenylsulfonyl-3-[(4-bromomethyl)phenylsulfonyl]indole 
• 170499-51-1 1-phenylsulfonyl-3-[(4-aminomethyl)phenylsulfonyl]indole 
• 170499-48-6 1-phenylsulfonyl-3-(4-methylphenylsulfonyl)indole 
• 170499-47-5 1-Benzenesulfonyl-3-p-tolylsulfanyl-1H-indole 

Relevant academic research and scientific papers

Synergistic Effect of Squaric Acid in Bromine-Catalyzed Deoxygenation of Sulfonyl Derivatives: Mechanistic Investigations and Synthetic Applications in Electrophilic (Fluoroalkyl)sulfenylation

A method for electrophilic (fluoroalkyl)sulfenylation of nucleophiles by collaborative CTAB- and squaric acid-promoted deoxygenation of sulfonyl derivatives is reported. Mechanistic studies indicate that squaric acid dramatically decreased the energy barr

Thioether aromatic heterocyclic compound and preparation method and application thereof

The invention discloses a thioether aromatic heterocyclic compound and a preparation method and application thereof, and the preparation method comprises the following steps: (I) an aromatic heterocyclic compound. The thiophenol (II) and oxidizing agent i

Palladium-Catalyzed Direct C2-Biarylation of Indoles

Biaryl and indole units are important structural motifs in several bioactive molecules and functional materials. We have accomplished straightforward access to C2-biarylated indole derivatives through palladium-catalyzed C-H activation strategy with a bro

Iodine/Manganese Catalyzed Sulfenylation of Indole via Dehydrogenative Oxidative Coupling in Anisole

This protocol describes an iodine/manganese catalytic system for dehydrogenative oxidative coupling reaction of indoles with thiols in anisole. Particularly, the dual roles of anisole have been first demonstrated as a solvent and as a promoter via the formation of an oxonium ion intermediate to accelerate the generation of products. A series of sulfenylindoles are readily constructed under aerobic mild reaction conditions. In addition, the achievement for preparing anticancer and anti-AIDS drugs testifies the practicability of this approach. The mechanism studies disclose probable alternative pathways and a single-electron transfer process are involved in this transformation. (Figure presented.).

Flavin/I2-Catalyzed Aerobic Oxidative C–H Sulfenylation of Aryl-Fused Cyclic Amines

We report an aerobic oxidative C–H sulfenylation of aryl-fused cyclic amines with various thiols catalyzed by flavin/I2 for the first time. While flavin I catalyzed the C–H sulfenylation of indolines to afford 3-sulfenylindoles, flavin II enabl

Synthesis method for preparing 3-thiophenyl indole compound through oxygen oxidation without transition metal catalysis

The invention relates to a synthetic method for preparing a 3-thiophenyl indole compound through oxygen oxidation without transition metal catalysis. The method comprises the following steps: adding an initiator, substituted indoline and substituted thiophenol into a reaction tube filled with a solvent, adding a riboflavin catalyst and an oxidant, and performing reaction at 30-100 DEG C for 5-80 hours to obtain a 3-thiophenyl indole product. The method is mainly characterized in that a transition metal catalyst is not used for efficiently catalyzing oxygen oxidation to prepare the 3-thiophenylindole product, and heavy metal pollution is avoided. The method has the advantages of greenness, simplicity and convenience in operation, mild conditions, good substrate universality, high reactionyield, high selectivity and the like.

Triphosgene/Sodium Organosulfinate System: A General and Efficient Electrophilic Thiolation of Silylenol Ethers and Electron-Rich Heteroaromatics

An efficient and practical approach to electrophilic thiolation was developed by using commercially available triphosgene as a reductant and the appropriate alkyl- or arylsulfinates, which were transformed in situ into electrophilic RSCl intermediates in the presence of triphosgene. This procedure represents a general and powerful approach for the synthesis of α-(trifluoromethyl)thio-substituted ketones and thiolated electron-rich heteroaromatic compounds.

TBAI-mediated sulfenylation of arenes with arylsulfonyl hydrazides in DPDME

An efficient TBAI (tetrabutylammonium iodide)-mediated C–H sulfenylation of arenes with arylsulfonyl hydrazides in dipropylene glycol dimethyl ether (DPDME) was described. Various electron-rich arenes were applicable in the reaction, such as naphthylamine, naphthol, aniline, indole, pyrrole, and imidaz o [1,2-a] pyridine. A wide range of the aryl sulfides were obtained with good functional group tolerance. This method features green reaction conditions (odorless and easily available sulfur reagent, recyclable TBAI, and DPDME as solvent), and broad substrate scope. The synthetic potential is demonstrated by gram-scale synthesis and downstream transformations. The mechanism studies show that the reaction is achieved through electrophilic substitution process, and diaryl disulfide may be the main intermediate.

Cuprous complex, preparation method thereof and application of cuprous complex in synthesis of 3-indolyl thioether

The invention relates to a cuprous complex, a preparation method thereof and an application of the cuprous complex in synthesis of 3-indolyl thioether. The structural formula of the cuprous complex isshown in the specification, Ar is aryl containing a benzene ring or heterocyclic aryl, and ''.'' is a boron hydrogen bond; the preparation method comprises the following steps: 1) dissolving ortho-carborane diformaldehyde and arylamine in an organic solvent, reacting at 60-100 DEG C, and cooling to room temperature after the reaction is finished; and 2) adding CuI, reacting at room temperature for 3-6 hours, and separating to obtain the cuprous complex. Compared with the prior art, the cuprous complex containing the ortho-position carborane Schiff base ligand can efficiently catalyze the coupling reaction of synthesizing a 3-indolyl thioether compound from indole and thiophenol, the method has the advantages of high selectivity, low catalyst dosage, mild reaction conditions, open reaction(taking air as an oxidant), high reaction rate, high yield, wide substrate range and the like and shows a wide industrial application prospect.

Electrophilic Chlorine from Chlorosulfonium Salts: A Highly Chemoselective Reduction of Sulfoxides

Herein, we describe a selective late-stage deoxygenation of sulfoxides based on a novel application of chlorosulfonium salts and demonstrate a new process using these species generated in situ from sulfoxides as the source of electrophilic chlorine. The use of highly nucleophilic 1,3,5-trimethoxybenzene (TMB) as the reducing agent is described for the first time and applied in the deoxygenation of simple and functionalized sulfoxides. The method is easy to handle, economic, suitable for gram-scale operations, and readily applied for poly-functionalized molecules, as demonstrated with more than 45 examples, including commercial medicines and analogues. We also report the results of competition experiments that define the more reactive sulfoxide and we present a mechanistic proposal based on substrate and product observations.