93366-75-7

Upstream product

• 98-85-1 1-Phenylethanol 
• 149-30-4 2-Mercaptobenzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 33877-11-1 1-Phenylethanethiol 
• 116928-25-7 benzo[d]thiazol-2-yltriphenylphosphonium trifluoromethanesulfonate 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 618-36-0 rac-methylbenzylamine 
• 120-78-5 di(benzothiazol-2-yl)disulfide 

Downstream Products

• 100-41-4 ethylbenzene 

Relevant academic research and scientific papers

Regioselective N-Functionalization of Tautomerizable Heterocycles through Methyl Trifluoromethanesulfonate-Catalyzed Substitution of Alcohols and Alkyl Group Migrations

A catalytic synthetic strategy has been developed combining two protocols, such as, direct nucleophilic substitution of alcohols followed by X- to N- alkyl group migration (X=O, S) to access N-functionalized benzoxazolones, benzothiazolethiones, indolinone, benzoimidazolethiones, and pyridinones derivatives. Methyl trifluoromethanesulfonate (MeOTf) was found to catalyze the reaction, which revealed the catalytic property of MeOTf. A mechanism was established through experiments as well as DFT calculations wherein the ?OH group of alcohols were converted to the corresponding ?OMe groups and in situ generated TfOH. The ?OMe groups produced underwent TfOH catalyzed ?X alkylation (X=O, S) of the heterocycles followed by ?X- to ?N-alkyl group migrations in a single step. (Figure presented.).

Preparation of alkylated compounds using the trialkylphosphate

[Problem] trialkylphosphate strong base used reaction agent, a carboxylic acid, a ketone, an aldehyde, amine, amide, thiol, ester or Grignard reagent to a variety of substrates, and/or high efficiency to generate a highly stereoselective alkylation reaction, the alkylated compounds capable of producing new means. [Solution] was used as the alkylating agent in the alkylation of compound trialkylphosphate, strongly basic reaction production use. [Drawing] no

Nickel-catalyzed oxidative dehydrogenative coupling of alkane with thiol for C(sp3)-S bond formation

A nickel-catalyzed oxidative dehydrogenative coupling reaction of alkane with thiol for the construction of C(sp3)-S bond has been established, affording more than 50 alkyl thioethers. Notably, pharmaceutical and agrochemicals, such as Provigil, Chlorbenside and Pyridaben, were readily synthesized by this approach. The sterically hindered ligand BC and disulfide which was formed in situ oxidation of thiol, efficiently avoiding nickel-catalyst poisoning. A set of mechanistic experiments disclose both Ni-catalyzed and Ni-free HAA processes.

Preparation method of thioether compound

The invention provides a thioether compound preparation method, which comprises: adding an olefin compound and a sulfydryl-containing compound to an organic solvent, adding a catalyst at a temperatureof -78 to 80 DEG C, stirring for 1-15 min, and purifying to obtain the thioether compound; wherein the molar ratio of the olefin compound to the sulfydryl-containing compound to the catalyst is 1: 1-1.5: 1-1.5; the molar volume ratio of the olefin compound to the organic solvent is 1: 8-12. According to the method, the thioether compound is prepared from the olefin compound and the sulfydryl-containing compound, the operation is simple, the used reagents are easy to obtain, the cost is low, the reaction time is short, and the problems that the cost is high, environmental pollution is easily caused and the yield is low are effectively solved.

Br?nsted Acid-Assisted Zinc-Catalyzed Markovnikov-Type Hydrothiolation of Alkenes Using Thiols

The zinc-catalyzed regioselective hydrothiolation of alkenes with thiols was achieved in the presence of 4-toluenesulfonic acid. Through this procedure, Markovnikov-type sulfides were synthesized in excellent yields, and the formation of anti-Markovnikov-

Selective C-H chalcogenation of thiazoles: Via thiazol-2-yl-phosphonium salts

Thiazoles and benzothiazoles undergo regioselective C2-H chalcogenation via the sequence of thiazole C2-functionalization with phosphines to produce phosphonium salts which in turn react with S- and Se-centered nucleophiles to give products of C2-H chalco

A comparative study of Cu(II)-assisted vs Cu(II)-free chalcogenation on benzyl and 2°/3°-cycloalkyl moieties

A relative synthetic strategy toward intermolecular oxidative C -Chalcogen bond formation of alkanes has been illustrated using both Cu(II) assisted vs Cu(II) free conditions. This led to construction of a comparative study of hydrocarbon benzylic and 2°/ 3°-cycloalkyl moieties bond sulfenylation and selenation protocol by the chalcogen sources, particularly sulfur and selenium, respectively. In addition, this protocol disclosed the auspicious formation of sp3 C-S coupling products over leading the sp3 C-N coupling products by using 2-mercaptobenzothiazole (MBT) substrates.

Markovnikov-selective hydrothiolation of styrenes: Application to the synthesis of stereodefined trisubstituted olefins

BT-sulfones react with aromatic aldehydes to furnish trisubstituted alkenes with excellent Z stereoselectivity. These sulfones are synthesized by hydrothiolation of styrene and styrenyl derivatives (followed by oxidation). This method provides a conceptually novel way to prepare these important sulfur compounds.

A RADICAL DEOXIGENATION OF SECONDARY ALCOHOLS TO HYDROCARBONS BY USE OF TRIBUTYLTIN HYDRIDE

Secondary alcohols 1 reacted with 2,2'-dibenzothiazolyldisulfide in the presence of tributylphosphine to give corresponding sulfides 2 in good yields.Sulfides 2 were subsequently desulfurized to hydrocarbons 3 with tributyltin hydride in radical conditions.

ACTIVATION OF NITROSO GROUP WITH THIOLS. A NEW TRANSFORMATION OF PRIMARY AMINES TO ORGANIC SULFIDES OR THIOLS

Aliphatic primary amines reacted with 2-mercaptobenzothiazole in the presence of t-butylnitrite at room temperature to give condensation products, 2-(alkylthio)benzothiazole.