2060-65-3

Upstream product

• 60349-76-0 trans-2-phenyl-1λ⁴,3-dithian-1-one 
• 62296-25-7 4-(1,1-dimethylethylthio)-1-phenyl-1-butanol 
• 33553-82-1 4-chloro-1-phenyl-1-butanol 
• 939-52-6 4-chloro-1-phenylbutan-1-one 
• 100-52-7 benzaldehyde 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 110-01-0 thiophene 
• 108-86-1 bromobenzene 

Downstream Products

• 28335-08-2 1-(2,5-dihydroxyphenyl)thiolanium chloride monohydrate 
• 190206-05-4 1-(4-mercapto-1-phenylbutyl)-1-cyclopentanol 
• 190206-03-2 6-mercapto-2-methyl-3-phenyl-2-hexanol 
• 866629-26-7 (2-phenyltetrahydro-1H-114-thien-1-ylidene)cyanamide 
• 86247-84-9 2-phenyltetrahydrothiophene-1-oxide 

Relevant academic research and scientific papers

Benzaldehyde- And Nickel-Catalyzed Photoredox C(sp3)-H Alkylation/Arylation with Amides and Thioethers

Herein a synergistic combination of a nickel catalyst and benzaldehyde for the utilization of amides and thioethers in C(sp3)-H alkylation and arylation reactions employing simple aryl or alkyl halides is reported. This method provides a simple and cheap strategy for the direct functionalization of amides and thioethers. Readily available starting materials, mild reaction conditions, a good functional-group tolerance, and a broad substrate scope make this methodology attractive and practical for pharmaceutical and synthetic chemistry.

Reductive opening of phenyl substituted thiacycloalkanes: New way for sulphur-containing organolithium compounds

The reaction of 2-phenyl substituted four, five and six membered thiacycloalkanes (1, 4 and 7) with lithium and a catalytic amount of DTBB (5 mol %) in THF at -78°C leads to the corresponding sulphur-containing benzylic organolithium compounds (2, 5 and 8), which by reaction with different electrophiles [D2O, Me3SiCl, Bu(t)CHO, Me2CO, Et2CO, (CH2)4CO, CO2] followed by hydrolysis with water afford the expected functionalised mercaptans (3, 6 and 9) in a regioselective manner. Some reaction products (3, 6) are cyclised under acidic conditions (85% phosphoric acid) to yield the corresponding homologous substituted sulphur-containing saturated heterocycles (10, 11).

3-Lithiopropyl tert-Butyl Thioether: A New γ-Functionalised Organolithium Compound (d3-Reagent) in Synthetic Organic Chemistry

The reaction of 3-bromo or 3-chloropropyl tert-butyl thioether (1a or 1'a) with and excess of lithium powder and a catalytic amount of naphthalene (2.5 mol percent) in THF at -78 deg C followed by treatment with an electrophile (H2O, D2O, Me2S2, CO2) at the same temperature leads, after hydrolysis, to the expected products 2.ALternatively the process can be carried out under Barbier-type reaction conditions tCHO, PhCHO, Me2CO, (CH2)4CO, (CH2)5CO, PhCOMe, c-C3H5COPh> and using DTBB as the arene catalyst at 0 deg C.De-tert-butylation of products 2 with mercury(II) acetate and sulfhydric acid yields different sulfurated derivatives depending on the structure of the starting thioether.

The Synthesis and Pyrolysis of 2-Substituted 1,3-Dithiane 1,1-Dioxide

The 2-substituted derivatives of tetrahydrothiophene were obtained by pyrolysis of monosulfones of 1,3-dithiane, the latter being synthesized in a three-step procedure.