14453-89-5Relevant academic research and scientific papers
Generation of Thiyl Radicals from Air-Stable, Odorless Thiophenol Surrogates: Application to Visible-Light-Promoted C-S Cross-Coupling
Ball, Liam T.,Maggi, Lorenzo,Park, Mahri,Shepherd, William,Swan, Charlie,Taylor, Sophie
, (2022/02/25)
The synthetic versatility of thiophenols is offset by their airsensitivity and foul odor. It is demonstrated that S-aryl isothiouronium salts can be used as precursors to thiyl radicals, extending the practical benefits of these air-stable, odorless salts from ionic to single electron manifolds. The isothiouronium salts are accessed via Ni-catalyzed crosscoupling of (hetero)aryl iodides and thiourea and are isolated as freeflowing solids following anion exchange. Judicious choice of a redox-innocent counteranion enables use of these convenient thiophenol surrogates in radical processes, as is exemplified by the synthesis of nonsymmetrical diaryl thioethers via light-promoted S-arylation.
CuMoO4 Bimetallic Nanoparticles, An Efficient Catalyst for Room Temperature C?S Cross-Coupling of Thiols and Haloarenes
Panigrahi, Reba,Sahu, Santosh Kumar,Behera, Pradyota Kumar,Panda, Subhalaxmi,Rout, Laxmidhar
, p. 620 - 624 (2019/12/27)
CuII catalyst is less efficient at room temperature for C?S cross-coupling. C?S cross-coupling by CuII catalyst at room temperature is not reported; however, doping of copper with molybdenum metal has been realized here to be more efficient for C?S cross-coupling in comparison to general CuII catalyst. The doped catalyst CuMoO4 nanoparticle is found to be more efficient than copper. The catalyst works under mild conditions without any ligand at room temperature and is recyclable and effective for a wide range of thiols and haloarenes (ArI, ArBr, ArF) from milligram to gram scale. The copper-based bimetallic catalyst is developed and recognized for C?S cross-coupling of haloarenes with alkyl and aryl thiols.
Bimetallic BaMoO4 nanoparticles for the C-S cross-coupling of thiols with haloarenes
Panda, Subhalaxmi,Sahu, Santosh Kumar,Behera, Pradyota Kumar,Panigrahi, Reba,Garnaik, Bamakanta,Rout, Laxmidhar
supporting information, p. 2500 - 2504 (2020/02/20)
We disclosed new bimetallic BaMoO4 nanoparticles for the C-S cross-coupling reaction. The C-S cross-coupling reaction of alkyl/aryl thiols with haloarenes was accomplished with high yields. The reaction has good functional group tolerance and selectivity. This is an efficient protocol for synthesizing the building blocks of pharmaceuticals containing C-S bonds. The catalyst is recyclable. The unactivated bromo- and 4-acetyl fluoro-arenes can well couple to afford thioethers in high yields. The reaction is believed to proceed by oxidative addition and reductive elimination.
Crystallographic and SAR analyses reveal the high requirements needed to selectively and potently inhibit SIRT2 deacetylase and decanoylase
Yang, Ling-Ling,Xu, Wei,Yan, Jie,Su, Hui-Lin,Yuan, Chen,Li, Chao,Zhang, Xing,Yu, Zhu-Jun,Yan, Yu-Hang,Yu, Yamei,Chen, Qiang,Wang, Zhouyu,Li, Lin,Qian, Shan,Li, Guo-Bo
supporting information, p. 164 - 168 (2019/01/30)
A high-quality X-ray crystal structure reveals the mechanism of compound 1a inhibiting SIRT2 deacetylase and decanoylase. Structure-activity relationship (SAR) analysis of the synthesized derivatives of 1a reveals the high requirements needed for selectiv
PHOTOCATALYST-FREE, LIGHT-INDUCED CARBON-SULFUR CROSS-COUPLING METHODS
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Paragraph 0123; 0124, (2019/01/10)
In one aspect, the invention provides a method of promoting a carbon-sulfur bond forming reaction. In certain embodiments, the reaction comprises cross-coupling of a(n) (hetero)aryl halide with a thiol to form the carbon-sulfur bond, wherein the method is promoted by light irradiation in the absence of a photocatalyst. In other embodiments, the cross-coupling reaction can be promoted through visible light irradiation, including sunlight.
Visible-light-promoted C-S cross-coupling via intermolecular charge transfer
Liu, Bin,Lim, Chern-Hooi,Miyake, Garret M.
supporting information, p. 13616 - 13619 (2017/11/06)
Disclosed is a mild, scalable, visible-lightpromoted cross-coupling reaction between thiols and aryl halides for the construction of C-S bonds in the absence of both transition metal and photoredox catalysts. The scope of aryl halides and thiol partners includes over 60 examples and therefore provides an entry point into various aryl thioether building blocks of pharmaceutical interest. Furthermore, to demonstrate its utility, this C-S coupling protocol was applied in drug synthesis and latestage modifications of active pharmaceutical ingredients. UV-vis spectroscopy and time-dependent density functional theory calculations suggest that visible-lightpromoted intermolecular charge transfer within the thiolate-aryl halide electron donor-acceptor complex permits the reactivity in the absence of catalyst.
Ligand-free palladium-catalyzed C-S coupling reactions using water as solvent and microwaves
Velmathi, Sivan,Vijayaraghavan, Reena,Amarendar, Ch.,Pal, Ravindra P.,Vinu, Ajayan
experimental part, p. 2733 - 2736 (2010/12/25)
Herein we demonstrate for the first time a rapid and efficient method for the synthesis of aryl sulfides by the direct substitution reaction of aromatic thiols with aryl halides using water as solvent under microwave irradiation. This procedure offers a high yield in shorter reaction time as compared to conventional methods.
Synthesis and application of some symmetrical and unsymmetrical diaryl sulphides and diaryl sulphones containing pyrazolinyl and isoxazolinyl moieties
Abbady, M. A.,Hebbachy, R.
, p. 1119 - 1124 (2007/10/02)
4-Acetyl-4'-aminodiphenyl sulphide (I) and 4,4'-diacetyldiphenyl sulphide (II) have been prepared. 4-Acetyl-4'-arylidineaminodiphenyl sulphides (III) have been prepared by the condensation of 1 with aromatic aldehydes in the presence of piperidine.Compoun
