62248-45-7Relevant academic research and scientific papers
Metal-Free Cercosporin-Photocatalyzed C-S Coupling for the Selective Synthesis of Aryl Sulfides under Mild Conditions
Li, Jia,Bao, Wenhao,Zhang, Yan,Rao, Yijian
supporting information, p. 7175 - 7178 (2019/11/16)
Aryl sulfides are important motifs of bioactive molecules, which are generally synthesized by transition metal-based coupling reactions under harsh conditions. Herein, we developed a new method that visible light along with cercosporin, produced by liquid fermentation and functioned as a cost-effective and environmentally friendly photocatalyst, prompted the selective synthesis of aryl sulfides through C–S coupling of thiols and diazonium salts under mild conditions. Furthermore, this method can also be performed with a great conversion by the direct use of cercosporin-containing fermentation supernatant as catalytic system without organic solvent extraction.
Preparation method of aromatic thioether compound
-
Paragraph 0057-0058, (2019/12/25)
The invention discloses a preparation method of an aromatic thioether compound, belonging to the technical field of catalysis. The invention provides a novel environment-friendly method for efficiently synthesizing a thioether derivative; and under the action of a catalyst, thiophenol and an aryl diazonium salt compound are directly coupled under illumination to generate the aromatic thioether compound, wherein the catalyst is cephalosporin. According to the method disclosed by the invention, the cephalosporin is used as the catalyst; catalytic conditions are mild, and the method can be carried out at room temperature under visible light irradiation; the catalytic activity of the catalyst is high, and the thioether compound can be catalytically synthesized with high selectivity; and the yield of the thioether compound can reach 96% or above by virtue of a trace amount of the catalyst. The photocatalyst disclosed by the invention has the advantages of usage of simple and easily available substrate raw materials, environmental friendliness, low cost and very good application prospect, and can be produced on a large scale.
C-S coupling with nitro group as leaving group via simple inorganic salt catalysis
Xuan, Maojie,Lu, Chunlei,Lin, Bo-Lin
supporting information, (2019/08/26)
An efficient and practical synthetic protocol to synthesize nonsymmetrical aryl thioethers by nucleophilic aromatic substitution (SNAr) reaction of nitroarenes by thiols with potassium phosphate as the catalyst is described. Various moderate to strong electron-withdrawing functional groups are tolerated by the system to provide thioethers in a good to excellent yields. We also showed that the present method allows access to 3 drug examples in a short reaction time. Finally, mechanistic studies suggest that the reaction may form the classic Meisenheimer complex through a two-step addition-elimination mechanism.
Palladium-Catalyzed Oxidative Cross-Coupling of Arylhydrazines and Arenethiols with Molecular Oxygen as the Sole Oxidant
Wang, Changliu,Zhang, Zhenming,Tu, Yongliang,Li, Ying,Wu, Jiale,Zhao, Junfeng
, p. 2389 - 2394 (2018/02/23)
A highly efficient palladium-catalyzed oxidative cross-coupling of arylhydrazines and arenethiols with molecular oxygen as the sole oxidant to afford unsymmetrical diaryl sulfides has been developed. The only byproducts are nitrogen and water. A broad range of functional groups, even the reactive iodides, are tolerated and thus offer the opportunity for further functionalization.
KF/clinoptilolite: An efficient promoter for the synthesis of thioethers
Salmanpour, Sadegh,Khalilzadeh, Mohammad A.,Hosseini, Abolfazl
, p. 339 - 344 (2013/07/28)
Potassium fluoride impregnated on natural zeolite as a new solid base system effectively catalyzes the coupling of thiophenols with electron-deficient fluoro-, chloro- and bromo-arenes in DMSO. This versatile and efficient solid base has been demonstrated to afford the corresponding desired products in good to excellent yields. This procedure provides a convenient, efficient and practical method for the preparation of diaryl thioethers.
COMPOUNDS AND METHODS FOR PKC THETA INHIBITION
-
Page/Page column 21; sheet 3, (2010/04/25)
The present invention provides a method of selectively inhibiting PKC in the presence of PKC, by administering to a subject in need thereof, a therapeutically effective amount of a compound of Formula I. The present invention also provides a method of inhibiting cytokine synthesis in a T cell, a method of inhibiting T cell proliferation, and a method of inhibiting the replication of and cytokine production by T lymphocytes, while not stimulating or inhibiting the replication of B lymphocytes.
Discovery and SAR development of 2-(phenylamino) imidazolines as postacyclin receptor antagonists
Clark, Robin D.,Jahangir, Alam,Severance, Daniel,Salazar, Rick,Chang, Thomas,Chang, David,Jett, Mary Frances,Smith, Steven,Bley, Keith
, p. 1053 - 1056 (2007/10/03)
On the basis of screening hits (1a,b), a series of selective, high affinity prostacyclin receptor antagonists was developed. The optimized lead compound 25d [(4,5-dihydro-1H-imidazol-2-yl)-[4-(4-isopropoxybenzyl)phenyl] amine] had analgesic activity in the rat.
Synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6: Expansion of scope and utility
Sawyer, J. Scott,Schmittling, Elisabeth A.,Palkowitz, Jayne A.,Smith III, William J.
, p. 6338 - 6343 (2007/10/03)
An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diarylamines involving the S(N)Ar addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by potassium-fluoride alumina and 18-crown-6 in acetonitrile or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, it was found that electronically unfavorable 3- chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.
