262-20-4Relevant articles and documents
The thermodynamic properties of thianthrene and phenoxathiin
Steele, W. V.,Chirico, R. D.,Knipmeyer, S. E.,Nguyen, A.
, p. 965 - 992 (1993)
Measurements leading to the calculation of the standard thermodynamic properties are reported for thianthrene (Chemical Abstracts registry number ) and phenoxathiin (registry number ).Experimental methods included combustion calorimetry, adiabatic heat-capacity calorimetry, vibrating-tube densitometry, comparative ebulliometry, inclined-piston-gauge manometry, and differential-scanning calorimetry (d.s.c.).Critical properties were estimated for both materials based on the measurement results.Standard entropies, enthalpies, and Gibbs free energies of formation were derived for the gas for both compounds for selected temperatures between 298.15 K and 700 K.The property-measurement results reported here for thianthrene and phenoxathiin provide the first experimental gas-phase standard Gibbs free energies of formation for tricyclic diheteroatom-containing molecules.
Synthesis of phenoxathiins and phenothiazines by aryne reactions with thiosulfonates
Hosoya, Takamitsu,Kanemoto, Kazuya,Sakata, Yuki,Yoshida, Suguru
, p. 593 - 596 (2020)
Novel synthetic methods for phenoxathiins and phenothiazines by aryne reactions are disclosed. We found that phenoxathiins were efficiently prepared by the reaction between aryne intermediates and S-(2-hydroxyaryl) 4-toluenethiosulfo-nates. A synthetic method for phenothiazines was also developed by the reaction of arynes with S-(2-aminoaryl) 4-toluenethiosulfonates.
Scalable electrochemical reduction of sulfoxides to sulfides
Kong, Zhenshuo,Pan, Chao,Li, Ming,Wen, Lirong,Guo, Weisi
supporting information, p. 2773 - 2777 (2021/04/21)
A scalable reduction of sulfoxides to sulfides in a sustainable way remains an unmet challenge. This report discloses an electrochemical reduction of sulfoxides on a large scale (>10 g) under mild reaction conditions. Sulfoxides are activated using a substoichiometric amount of the Lewis acid AlCl3, which could be regeneratedviaa combination of inexpensive aluminum anode with chloride anion. This deoxygenation process features a broad substrate scope, including acid-labile substrates and drug molecules.
Mo-Based Oxidizers as Powerful Tools for the Synthesis of Thia- and Selenaheterocycles
Franzmann, Peter,Beil, Sebastian B.,Schollmeyer, Dieter,Waldvogel, Siegfried R.
, p. 1936 - 1940 (2019/01/14)
A highly efficient synthetic protocol for the synthesis of thia- and selenaheterocycles has been developed. By employing a MoCl5-mediated intramolecular dehydrogenative coupling reaction, a broad variety of structural motifs was isolated in yields up to 94 %. The electrophilic key transformation is tolerated by several labile moieties like halides and tertiary alkyl groups. Due to the use of disulfide or diselenide precursors, a high atom efficiency was achieved.