23451-56-1

Upstream product

• 10271-55-3 2-(ethylthio)-1-phenylethanone 
• 555-31-7 aluminum isopropoxide 
• 850998-07-1 2-acetyl-3,3-bis-ethylsulfanyl-N-o-tolyl-acrylamide 
• 96-09-3 styrene oxide 
• 75-08-1 ethanethiol 
• 70-11-1 α-bromoacetophenone 
• 811-51-8 sodium thioethylate 
• 28713-50-0 1-mercapto-2-phenyl-2-hydroxyethane 
• 86852-11-1 diethoxyltriphenylphosphorane 
• 2425-28-7 2-Bromo-1-phenylethanol 

Relevant academic research and scientific papers

Intermolecular [2 + 2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants

2-Aryl-1-sulfonyl-substituted cyclobutanes were prepared in an intermolecular [2 + 2] photocycloaddition from various α,β-unsaturated sulfones and olefins upon irradiation at λ = 300 nm (26 examples, 60-99% yield). Lewis acids catalyzed the [2 + 2] photocycloaddition of 2-benzimidazolyl styryl sulfones. At short wavelengths, the latter substrates underwent C-S bond cleavage but AlBr3 (5 mol %) allowed for an intermolecular reaction with 2,3-dimethyl-2-butene at longer wavelengths. A chiral-at-metal Lewis acid (2 mol %) facilitated an enantioselective reaction (up to 77% ee).

NaOH-promoted thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3- oxo-N-o-tolylbutanamides as odorless thiol equivalents

A convenient and efficient protocol for the thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents has been developed. Promoted by sodium hydroxide (NaOH) in ethanol at room temperature, the cleavage commences and the generated thiolate anions undergo nucleophilic addition in situ. β-Hydroxy Sulfides were obtained in high yields along with good β-regioselectivity, and trans β-hydroxy Sulfides were also isolated. The thiolysis of one α,β-epoxyketone product with the thiol equivalents was accomplished to afford the corresponding α-carbonyl sulfides in excellent yields. In all the cases, 3-oxo-N-o-tolylbutanamide, the precursor of the thiol equivalents, could be recovered in the novel thiolysis process as a byproduct in good yield. Georg Thieme Verlag Stuttgart.

4-hydroxycoumarin derivatives. Part XIII (1). 3-(2'-alkylthioethyl-1'-phenyl)-4-hydroxycoumarins and their oxidation products

3-(2'-Methylthioethyl-1'-phenyl)-4-hydroxycoumarin and 3-(2'-ethylthioethyl-1'-phenyl)-1-hydroxycoumarin were synthesized. Acetylation of these compounds with acetic anhydride and pyridine yielded respective 4-acetylcoumarins while appropriate sulfoxides and sulfones were obtained by oxidation of alkylthio substituens with H2O2. 3-(2'-ethylthioethyl-1'-phenyl)-4-hydroxycoumarin methylated with diazomethane gave 3-(2'-ethylthioethyl-1'-phenyl)-4-methoxycoumarin and 2-methoxy-3-(2'-ethylthioethyl-1'-phenyl)-chromone.

THE CHEMISTRY OF α,ω-MERCAPTOALCOHOLS IN THE PRESENCE OF DIETHOXYTRIPHENYLPHOSPHORANE. TEMEPERATURE DEPENDENCE OF CYCLODEHYDRATIONS AND S-ETHYLATIONS

Diethoxytriphenylphosphorane (DTPP) is easily prepared by oxidative addition of triphenylphosphine with diethyl peroxide.DTPP converts a variety of mercaptoalcohols to cyclic sulfides as well as hydroxythioethers.The temperature dependence (+25 --> -25 deg C) of the product distribution has synthetic petential.