262-20-4Relevant academic research and scientific papers
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.
Highly efficient CuOx/OMS-2 catalyst for synthesis of phenoxathiin derivatives via intramolecular arylations of phenols with aryl halides
Liu, Na,Chao, Fei,Huang, Yu,Wang, Yanlan,Meng, Xu,Wang, Long,Liu, Xiang
, (2019)
Phenoxathiin and its derivatives have attracted a great deal of interest due to their unique chemical and physical properties and their applications in fluorescent materials, antifungal activities and selective inhibitors. In the presence of copper supported on manganese oxide-based octahedral molecular sieves OMS-2 (CuOx/OMS-2), the heterogeneously catalytic synthesis of phenoxathiinan derivatives via intramolecular arylations of phenols with aryl bromide or aryl chloride has been achieved. TEM and XRD have confirmed the CuOx/OMS-2 catalyst has been successfully reused 8 times without a significant decrease in the yield, with simple filtration and washing as a means of separation.
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.
Rh(III)-Catalyzed Direct ortho-Chalcogenation of Phenols and Anilines
Yang, Shiping,Feng, Boya,Yang, Yudong
, p. 12430 - 12438 (2017)
A highly efficient Rh(III)-catalyzed direct C-H chalcogenation of phenols and anilines has been achieved with the assistance of the 2-pyridyl group. The reaction features a broad substrate scope, good functional group tolerance, complete monothiolation selectivity, and easily removable directing group.
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.
Arylation of aryllithiums with: S-arylphenothiazinium ions for biaryl synthesis
Morofuji, Tatsuya,Yoshida, Tatsuki,Tsutsumi, Ryosuke,Yamanaka, Masahiro,Kano, Naokazu
supporting information, p. 13995 - 13998 (2020/11/21)
Aryllithiums are one of the most common and important aryl nucleophiles; nevertheless, methods for arylation of aryllithums to produce biaryls have been limited. Herein, we report arylation of aryllithiums with S-arylphenothiazinium ions through selective
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.
Transition-Metal-Free Suzuki-Type Cross-Coupling Reaction of Benzyl Halides and Boronic Acids via 1,2-Metalate Shift
He, Zhiqi,Song, Feifei,Sun, Huan,Huang, Yong
supporting information, p. 2693 - 2699 (2018/02/28)
Cross-coupling of organoboron compounds with electrophiles (Suzuki-Miyaura reaction) has greatly advanced C-C bond formation and has been well received in medicinal chemistry. During the past 50 years, transition metals have played a central role throughout the catalytic cycle of this important transformation. In this process, chemoselectivity among multiple carbon-halogen bonds is a common challenge. In particular, selective oxidative addition of transition metals to alkyl halides rather than aryl halides is difficult due to unfavorable transition states and bond strengths. We describe a new approach that uses a single organic sulfide catalyst to activate both C(sp3) halides and arylboronic acids via a zwitterionic boron "ate" intermediate. This "ate" species undergoes a 1,2-metalate shift to afford Suzuki coupling products using benzyl chlorides and arylboronic acids. Various diaryl methane analogues can be prepared, including those with complex and biologically active motifs. The reactions proceed under transition-metal-free conditions, and C(sp2) halides, including aryl bromides and iodides, are unaffected. The orthogonal chemoselectivity is demonstrated in the streamlined synthesis of highly functionalized diaryl methane scaffolds using multi-halogenated substrates. Preliminary mechanistic experiments suggest both the sulfonium salt and the sulfur ylide are involved in the reaction, with the formation of sulfonium salt being the slowest step in the overall catalytic cycle.
HETERO-CYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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Paragraph 0187-190, (2018/04/18)
Provided are a heterocyclic compound in a novel structure and an organic light emitting device comprising the same. A compound represented by chemical formula 1 can be used as a material for an organic layer in an organic light emitting device, thereby being capable of improving efficiency, having low driving voltage and/or improving lifespan properties of an organic light emitting device.COPYRIGHT KIPO 2018
Compound and organic electronic element comprising same
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Paragraph 0209-0211, (2017/11/29)
The invention relates to a compound and an organic electronic element comprising the same. The compound disclosed in the invention is applied to the organic electronic element typified by organic light emitting elements, the driving voltage of the organic electronic elements can be lowered, optical efficiency can be improved, and lifetime characteristics of the elements can be improved via use of the thermal stability of the compound.
