76526-16-4

Upstream product

• 5874-09-9 methyl (4-methoxyphenyl)carbodithioate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 10602-66-1 O-ethyl 4-methoxythiobenzoate 

Relevant academic research and scientific papers

Synthesis of Substituted Benzo[b]thiophenes via Sequential One-Pot, Copper-Catalyzed Intermolecular C-S Bond Formation and Palladium-Catalyzed Intramolecular Arene-Alkene Coupling of Bis(het)aryl/alkyl-1,3-monothiodiketones and o-Bromoiodoarenes

A new, convergent, one-pot synthesis of 2,3-substituted benzo[b]thiophenes from readily available 1,3-bis(het)aryl-1,3-monothiodiketones and o-bromoiodoarenes involving a sequential copper-catalyzed intermolecular C-S coupling followed by palladium-catalyzed intramolecular arene-alkene coupling of in situ generated β-(o-bromoaryl)thiovinylketones has been described. Synthesis of a few thieno- and furano-fused 2-(het)aroylethylidenethiochromenes via intramolcular direct C-H (het)arylation of β-(o-bromoaryl)thioenones carrying 2-thienyl/furyl groups under different palladium-catalyzed conditions has also been reported.

β-Thioketones. Part 6. Electronic Absorption Spectra of Aromatic β-Thioketones. A Study of Enol-Enethiol Tautomerism

Aromatic β-thioketones exist in solution as mixture of rapidly interconverting Z-enol and Z-enethiol tautomers.The electronic absorption spectra exhibit in general four absorption bands in the u.v.-visible region at ca. 265 (ArC=O ?,?*; ArC=C ?,?*), 330 (ArC=S ?,?*; O=CC=CS ?,?*; C=O n,?*), 415 (OC=CC=CS ?,Π*), and 520 nm (C=S n,Π*), respectively.The β-thioxoketones are converted by sodium hydroxide into the corresponding anions.CNDO/B Calculations predict that the negative charge in the β-thioxoketonates is delocalized over the OCCCS system, suggesting simultaneously sickles or W shaped conformations.Two characteristic absorption bands found for the β-thioxoketonates at ca. 275 and 400 nm are assigned to ?,?* transitions involving the Ar-CCC-Ar' and SCCCO chromophores, respectively.The enol-enethiol tautomeric equilibrium has been studied by means of low temperature spectroscopy.At room temperature equilibrium constants (K293) of 3-5 have been found corresponding to a 4:1 enol-enethiol concentration ratio.The reaction entropy (ΔSr) has been found to be negative for the enethiol->enol conversion,reflecting the intramolecular O-H...S hydrogen bonds to be considerably stronger than the corresponding O...H-S hydrogen bond.Variation in ΔSr and K293 as functions of substitution in the aryl group next to oxygen are discussed.