58086-71-8

Upstream product

• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 114050-31-6 3-Phenyl-propionic acid 2-thioxo-2H-pyridin-1-yl ester 
• 1984-23-2 p-nitrophenyl isocyanide 
• 85526-38-1 3-pyridyl isocyanide 
• 73899-14-6 3-phenyl-3-(trifluoromethyl)-3H-diazirine 
• 4222-25-7 3-bromo-3-phenyl-3H-diazirine 
• 2637-34-5 2-Sulfanylpyridine 
• 103-63-9 1-phenyl-2-bromoethane 
• 65332-89-0 2-(2-phenylethylthio)pyridine N-oxide 
• 109-09-1 2-chloropyridine 
• 4410-99-5 2-mercaptophenylethane 
• 109-04-6 2-bromo-pyridine 
• 5029-67-4 2-iodopyridine 
• 16135-31-2 p-nitroformanilide 

Downstream Products

• 114827-52-0 2-(2-phenylethylsulphinyl)pyridine 

Relevant academic research and scientific papers

Concise synthesis of pyridyl sulfides direct nucleophilic displacement of haloheteroaromatics by mercaptan promoted by K-Selectride

A simple and efficient synthetic method for sulfides from halogenated heteroaromatic compounds is described. An alkylthioborate, generated from K- Selectride and a thiol, rapidly reacted with various haloheteroaromatics under mild conditions.

PROCESSES AND COMPOUNDS FOR THE DECARBOXYLATIVE AMINATION OF REDOX-ACTIVE ESTERS WITH DIAZIRINES

The invention described herein relates generally to processes for the synthesis of amine-containing organic compounds. More specifically, described herein relates to processes for the decarboxylative amination of redox-active esters with diazirines and the products formed thereof. Compounds for use in the above processes are also described.

Synthesis method of heteroaryl thioether

The invention discloses a synthesis method of heteroaryl thioether. Under the conditions of no catalyst, no solvent, no additive and the like, aryl halide/2-bromopyridine, thiourea and substituted benzyl bromide which are directly taken as raw materials to selectively synthesize asymmetric heteroaryl thioether in one step without using conventional organic sulfides such as mercaptan or thiophenol.The use of organic sulfides with high toxicity and heavy odor, such as mercaptan or thiophenol, is avoided, and the synthesis steps are shortened, so that the synthesis efficiency is improved, the reaction has good selectivity, and the asymmetric thioether can be preferentially obtained.

Promoting Effect of Crystal Water Leading to Catalyst-Free Synthesis of Heteroaryl Thioether from Heteroaryl Chloride, Sodium Thiosulfate Pentahydrate, and Alcohol

It is observed the crystal water in sodium thiosulfate pentahydrate (Na2S2O3·5H2O) can promote its multicomponent reaction with heteroaryl chlorides and alcohols, providing a facile, green, and specific synthesis of unsymmetrical heteroaryl thioethers via one-step formation of two C-S bonds under catalyst-, additive-, and solvent-free conditions. Mechanistic studies suggest that the crystal water in Na2S2O3·5H2O is crucial in generating the key thiol intermediates and byproduct NaHSO4, which then catalyzes the dehydrative substitution of alcohols with thiols to afford thioethers.

Efficient Generation of C–S Bonds via a By-Product-Promoted Selective Coupling of Alcohols, Organic Halides, and Thiourea

A metal- and base-free three-component coupling of alcohols, heteroaryl halides, and thiourea has been developed for direct and selective synthesis of heteroaryl thioethers. This method can be easily scaled up to the gram scale and extended to dialkyl thioethers, heteroaryl selenides, benzothiazoles, and some antimycobacterially-active thioethers. Mechanistic studies revealed that a by-product-promoted in situ C–O activation of alcohols to more reactive alkyl halides and slow release of the thiol and alkyl halide intermediates are the key to the high selectivity and success of the reaction. (Figure presented.).

A method for synthesis of aryl thioether compound

The invention discloses a synthetic method of an aryl thioether compound as shown in a formula (3). The polysubstituted aryl thioether compound is obtained by using aryl iodide or an aryl trifluoromethane sulphonate derivative and halogenated hydrocarbon as reaction raw materials and Na2S2O3 as a vulcanization reagent and reacting in a reaction solvent under the effect of a metal palladium catalyst. The synthetic method is mild in reaction conditions, simple in reaction operation and relatively high in productivity, can provide key skeleton structures for synthesis of lots of natural products and medicines and can be widely applied to industrialization scale production.

Palladium-Catalyzed Remote ortho-C-H Alkenylation of Alkyl Aryl Sulfones: Access to Densely Functionalized Indane Derivatives

A practical method for the palladium-catalyzed ortho-olefination of benzyl and phenethyl 2-pyridyl sulfones with electron-deficient alkenes using N-fluoro-2,4,6-trimethylpyridinium triflate ([F+]) as the terminal oxidant is described. The chela

Direct cross-coupling access to diverse aromatic sulfide: Palladium-catalyzed double C-S bond construction using Na2S 2O3 as a sulfurating reagent

The Pd-catalyzed cross-coupling of aryl halides, alkyl halides, and Na 2S2O3·5H2O to deliver aromatic thioethers is described. Pyridine, furan, thiophene, benzofuran, benzoxazole, benzothiophene, benzothiazole, and pyrazine are all amenable to this protocol. The odorless and stable solid Na2S2O 3·5H2O was used as a convenient and environmentally friendly source of sulfur. Pd-catalyzed cross-couplings without thiols or thiophenols to build C-S bonds have not previously been achieved, which renders our observation more striking.

Two carbon homologation of carboxylic acids using acrylamide as a radical trap

Photolysis of O-acyl derivatives of N-hydroxy-2-thiopyridone in the presence of acrylamide in dichloromethane furnished crystalline 2-(pyridine-2-thiyl)-carboxamides. Desulfurization of the latter by nickel boride afforded primary amides in excellent yields.

The invention of radical reactions. Part XXXVIII. Homologation of carboxylic acids with acrylamide and synthetic studies of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and its 4-epimer

Alkyl radicals generated from O-acyl derivatives of N-hydroxy-2-thiopyridone added onto acrylamide at room temperature to form crystalline 2-(2-pyridylsulfanyl)-carbosamides. Desulfurization of the latter by nickel boride at roam temperature afforded primary amides in quantitative yield. 3-Deoxy-D-arabino-2-heptulosonic acid (DAH), its 4-epimer, and their derivatives were effectively synthesized from commercial D-ribonolactone by similar radical chemistry.