51290-79-0

Upstream product

• 2637-34-5 pyridine-2-thione 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 56-37-1 N-benzyl-N,N,N-triethylammonium chloride 
• 109-09-1 2-chloropyridine 
• 100-53-8 phenylmethanethiol 
• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 35249-73-1 benzyl chlorooxalate 
• 87577-90-0 2-[(1-phenylmethyl)sulfinyl]pyridine 
• 141-52-6 sodium ethanolate 
• 46721-77-1 1-phenyl-2-(pyridin-2-ylthio)ethan-1-one 
• 3811-73-2 2-mercaptopyridine-1-oxide sodium salt 
• 2637-34-5 2-Sulfanylpyridine 
• 126543-40-6 2-(benzylselenyl)benzoic acid 

Downstream Products

• 87577-90-0 2-[(1-phenylmethyl)sulfinyl]pyridine 
• 14156-61-7 2-<(phenylmethyl)sulfonyl>pyridine 
• 97522-77-5 C₁₃H₉NS₂ 
• 76455-90-8 benzyl-2-pyridyl-N-p-tosylsulfilimine 
• 77149-03-2 1-benzyl-2-(benzylthio)pyridinium bromide 
• 150-60-7 dibenzyl disulphide 
• 3111-54-4 2-phenylsulfanylpyridine 
• 16601-17-5 phenyl phenylmethyl disulfide 
• 77148-99-3 2-benzylthio-1-(4-nitrobenzyl)pyridinium bromide 
• 108-88-3 toluene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 62839-72-9 (Z)-1-(dec-1-enyl)benzene 
• 62839-71-8 (E)-1-phenyl-1-decene 
• 101-82-6 2-Benzylpyridine 

Relevant academic research and scientific papers

Dual Mechanisms of Bimolecular Nucleophilic Subtitution of a Heterobenzylic Bromide Related to Thiamin

4-Amino-5-(bromomethyl)-1,2-dimethylpyrimidinium ion at 25 deg C in 0.9 M KCl made to an ionic strength of 1 M with buffers react with hydroxide ion with a rate constant 725 M-1s-1.Evidence for an intermediate is found in the large common ion rate retarding effect of added bromide ion.An addition-elimination mechanism (SN(AE)) involving the addition of hydroxide ion to give a pseudobase intermediate followed by loss of bromide ion is advanced.Chloride ion reacts by an SN2 mechanism (5.9E-5 M-1s-1).When 2-thiopyridone acts as a nucleophile by the SN2 mechanism, its sulfur atom is heterobenzylated with a rate constant of 0.28 M-1s-1 (31 deg C).Two different bimolecular mechanisms of nucleophilic substitution are thereby observed.

Unusual Deoxidative Coupling Reaction of β-Sulfinyl Esters with Benzylic Trimethylammonium Salts

A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95-99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.

Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides

A new protocol was developed to synthesize (enantioenriched) thioethers and selenoethers from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These syntheses were promoted by the presence of weak base and did not require the use of any transition metal, and resulted in the target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. This journal is

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.

Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2- a]pyridin-5-ones through Pummerer-Type Reactions

N-Alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride-activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. On the other hand, triflic anhydride-activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.

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.).

Efficient dehydrative alkylation of thiols with alcohols catalyzed by alkyl halides

Alcohols can be efficiently converted into the useful thioethers by a transition metal- and base-free dehydrative S-alkylation reaction with thiols or disulfides by employing alkyl halides as the effective catalyst. This simple and efficient method is a green and practical way for the preparation of thioethers, as it tolerates a wide range of substrates such as aryl and alkyl thiols, as well as benzylic, allylic, secondary, tertiary, and even the less reactive aliphatic alcohols.

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

Enantioselective Sulfoxidation Catalyzed by a Bisguanidinium Diphosphatobisperoxotungstate Ion Pair

The first enantioselective tungstate-catalyzed oxidation reaction is presented. High enantioselectivities were achieved for a variety of drug-like phenyl and heterocyclic sulfides under mild conditions with H2O2, a cheap and environmentally friendly oxidant. Synthetic utility was demonstrated through the preparation of (S)-Lansoprazole, a commercial proton-pump inhibitor. The active ion-pair catalyst was identified to be bisguanidinium diphosphatobisperoxotungstate using Raman spectroscopy and computational studies.