13630-91-6Relevant academic research and scientific papers
One-pot four-component tandem synthesis of novel sulfonamide-1, 2, 3-triazoles catalyzed by reusable copper (II)-adsorbed on mesoporous silica under ultrasound irradiation
Talha, Aicha,Mourhly, Asmae,Tachallait, Hamza,Driowya, Mohsine,El Hamidi, Adnane,Arshad, Suhana,Karrouchi, Khalid,Arsalane, Said,Bougrin, Khalid
, (2021)
A green and efficient synthesis of new sulfonamide-1,2,3-triazoles 5 in heterogeneous conditions has been developed. The procedure involved one-pot four-component tandem sulfonamidation/azidation/1,3-dipolar cycloaddition (1,3-DC) reactions under a cooperative effect of ultrasound irradiation and Cu (II) supported on amorphous mesoporous silica [mSiO2-Cu (II)] catalysis at room temperature in aqueous medium. In addition, the 1,4-disubstituted 1,2,3-triazoles 5 were synthesized by regioselective and chemoselective methods to afford the pure products in excellent yields and short reaction times under ultrasonic irradiation. The supported catalyst has been prepared from copper (II) nitrate by simple method using ultrasound activation and characterized by X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET) method and Barrett-Joyner-Halenda (BJH) method. Also, the catalyst is easily prepared, stable, efficient, selective, and reusable under ultrasonic conditions.
Fluorocyclization of Allyl Alcohols and Amines to Access 3-Functionalized Oxetanes and Azetidines
Cao, Shanshan,Li, Linxuan,Liu, Zhaohong,Ning, Yongquan,Wu, Yong,Zanoni, Giuseppe,Zhang, Qi,Zhang, Xinyu
supporting information, p. 3674 - 3679 (2021/05/31)
An efficient method to prepare 3-functionalized oxetanes and azetidines has been realized by fluorocyclization of readily available 2-azidoallyl/2-alkoxyallyl alcohols and amines. Notably, this is the first example applying the fluorocyclization strategy to construct four-membered heterocycles. The pendant electron-donating group (-N3 or -OR) plays a crucial role in polarizing the C= C double bond and facilitating the cyclization process, as verified by DFT and experimental studies.
Green one-pot four-component synthesis of 3,5-disubstituted isoxazoles- sulfonates and sulfonamides using a combination of NaDCC as metal-free catalyst and ultrasonic activation in water
Talha, Aicha,Tachallait, Hamza,Benhida, Rachid,Bougrin, Khalid
supporting information, (2021/09/13)
A simple and green one-pot reaction has been proposed for the synthesis of novel 3,5-disubstituted isoxazole-sulfonates and -sulfonamides (5a-j) in water under ultrasound irradiation. The methodology is based on the use of safe and environmentally friendly reagents and allows, via in-situ 1,3-dipolar cycloaddition, an easy access to functionalized heterocycles with the creation of four new bonds (S[sbnd]O, C[sbnd]N, C[sbnd]O and C[sbnd]C). Comparison studies using classical magnetic stirring and ultrasound irradiation clearly showed that sonication promoted clean transformation, high yields (72–89%) and faster reactions (20–28 min). All the synthesized compounds were fully characterized by MS-ES, 1H NMR, 13C NMR spectroscopy and HPLC analysis.
COMPOUNDS FOR USE IN THE TREATMENT OF LIVER DISEASE
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Paragraph 00129-00130; 00136, (2021/02/26)
Bile acid derivatives, methods of manufacture thereof, and uses thereof are disclosed herein. The bile acid derivatives have demonstrated potential as therapeutics for treating liver disease.
Gold(I) Complexes Nuclearity in Constrained Ferrocenyl Diphosphines: Dramatic Effect in Gold-Catalyzed Enyne Cycloisomerization
Nguyen, Tuan-Anh,Roger, Julien,Nasrallah, Houssein,Rampazzi, Vincent,Fournier, Sophie,Cattey, Hélène,Sosa Carrizo, E. Daiann,Fleurat-Lessard, Paul,Devillers, Charles H.,Pirio, Nadine,Lucas, Dominique,Hierso, Jean-Cyrille
supporting information, p. 2879 - 2885 (2020/08/13)
Di-tert-butylated-bis(phosphino)ferrocene ligands bearing phosphino substituents R (R=phenyl, cyclohexyl, iso-propyl, mesityl, or furyl) allow tuning the selective formation of Au(I) halide complexes. Thus, dinuclear linear two-coordinate, but also rare mononuclear trigonal three-coordinate and tetrahedral four-coordinate complexes were formed upon tuning of the conditions. Both Au(I) chloride and rarer Au(I) iodide complexes were synthesized, and their X-ray diffraction analysis are reported. The significance of the control of structure and nuclearity in Au(I) complexes is further illustrated herein by its strong effect on the efficiency and selectivity of gold-catalysed cycloisomerization. Cationic linear digold(I) bis(dicyclohexylphosphino) ferrocenes outperform other catalysts in the demanding regioselective cycloisomerization of enyne sulphonamides into cyclohexadienes. Conversely, tetrahedral and trigonal cationic monogold(I) complexes were found incompetent for enyne cycloaddition. We used the two-coordinate linear electron-rich Au(I) complex 2 b (R=Cy) to extend the scope of selective intramolecular cycloaddition of different 1,6-enyne sulfonylamines with high activity and excellent selectivity to the endo cyclohexadiene products.
BTK Inhibitors and uses thereof
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Paragraph 1258-1263, (2020/05/02)
The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.
Synthesis of 2,2,2-Trifluoroethyl Oxazoles, Oxazolines and Furans via Alkyne Oxytrifluoromethylation
Dong, Jia-Jia,Zhang, Song-Lin
supporting information, p. 795 - 800 (2020/01/24)
This study reports an oxytrifluoromethylation method for construction of oxazoles and furans motif and the concurrent incorporation of a 2,2,2-trifluoroethyl group at the aromatic C5-position. High-valent copper(III) trifluoromethyl compounds are crucial
Orthogonal Syntheses of 3.2.0 Bicycles from Enallenes Promoted by Visible Light
Serafino, Andrea,Balestri, Davide,Marchiò, Luciano,Malacria, Max,Derat, Etienne,Maestri, Giovanni
supporting information, p. 6354 - 6359 (2020/09/02)
Enallenes can be readily converted into two families of 3.2.0 (hetero)bicycles with high diastereoselectivities through the combination of visible light with a suitable Ir(III) complex (1 mol percent). Two complementary pathways, namely, a photocycloaddit
Cu(I)-catalyzed oxidative cyclization of enynamides: Regioselective access to cyclopentadiene frameworks and 2-aminofurans
Shen, Wen-Bo,Tang, Xiang-Ting,Zhang, Ting-Ting,Liu, Si-Yu,He, Jiang-Man,Su, Tong-Fu
supporting information, p. 6799 - 6804 (2020/09/15)
An efficient Cu(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2)
An unconventional sulfur-to-selenium-to-carbon radical transfer: Chemo-and regioselective cyclization of yne-ynamides
Dutta, Shubham,Prabagar,Vanjari, Rajeshwer,Gandon, Vincent,Sahoo, Akhila K.
supporting information, p. 1113 - 1118 (2020/03/11)
An uncommon sulfur → selenium → carbon radical transfer process is employed to develop an unprecedented selenyl radical-mediated regioselective cyclization of yne-tethered-ynamides. Density functional theory studies and HRMS experiments are used to establish a reactivity scale between thiyl and selenyl radicals. The unique features of this transformation include, (1) the chemoselective reactivity of RSe over RS, (2) regioselective RSe attack on alkyne over ynamide, (3) 5-exo-dig cyclization of yne-ynamide to unusual 4-selenyl-pyrroles, and (4) the green synthetic method. The reaction of methyldiselenide with yne-ynamides to methylselenopyrroles is also described.
