75919-92-5Relevant academic research and scientific papers
NOVEL SGLT INHIBITORS
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Paragraph 0172, (2017/06/23)
The present invention relates to novel compounds of Formula I, their pharmaceutically acceptable derivatives, tautomeric forms, isomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the synt
A thiazole ring-containing diamine compound of preparation method
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Paragraph 0025-0026, (2017/08/26)
The invention discloses a method of preparing a diamine compound containing a thiazole ring. The method comprises the following steps: by taking 4-hydroxyl acetophenone and parachloronitrobenzene as initial raw materials, carrying out a reaction under the catalytic effect of K2CO3 to generate a nucleophilically substituted product; then, by taking trichloromethane as a solvent, carrying out a bromination reaction with 1,3-dibromo-5,5-dimethyl hydantoin under the effect of methyl benzenesulfonic acid to generate alpha-bromide; then, carrying out a reaction on the alpha-bromide and thiourea to obtain a mononitro product containing the thiazole ring; finally, by taking SnCl2 as a reducing agent, reducing the mononitryl product containing the thiazole ring to obtain the diamine compound containing the thiazole ring. The preparation method disclosed by the invention is mild in synthetic condition, low in cost and high in yield. Meanwhile, multifarious column chromatography and re-crystallized purifying steps for many times in the prior art are avoided, and the yield and purity of synthetic products are greatly improved, so that the diamine compound containing the thiazole ring is widely applied to preparing polyimide.
Synthesis of copper nanoparticles supported on a microporous covalent triazine polymer: An efficient and reusable catalyst for O-arylation reaction
Puthiaraj, Pillaiyar,Ahn, Wha-Seung
, p. 1701 - 1709 (2016/04/05)
Copper nanoparticles were supported on a microporous covalent triazine polymer prepared by the Friedel-Crafts reaction (Cu@MCTP-1). The resulting material was characterized by powder X-ray diffraction, thermogravimetric analysis, N2 adsorption-desorption isotherms at 77 K, transmission electron microscopy, X-ray photoelectron spectroscopy, and inductively coupled plasma optical emission spectroscopy, and Cu particles with an average size of 3.0 nm and a BET total surface area of ca. 1002 m2 g-1 were obtained. Cu@MCTP-1 was evaluated as a heterogeneous catalyst for the Ullmann coupling of O-arylation over a series of aryl halides and phenols without employing expensive ligands or inert atmosphere, which produced an excellent yield of the corresponding diaryl ethers. The catalyst could be recovered by simple centrifugation and was reusable at least five times with only a slight decrease in catalytic activity.
Microwave assisted synthesis of selected diaryl ethers under Cu(I)-catalysis
Navarro, Lorena,Pujol, M. Dolors
supporting information, p. 1812 - 1815 (2015/03/30)
A practical synthesis of diaryl ethers has been achieved from cross coupling reaction between aryl halides and phenols under Cu(I)-catalysis and using ACHN as a ligand. The presence of catalysis and microwave-assistance benefitted the synthesis by increasing the yield of diaryl ethers with a reduction of reaction time.
Picolinamides as effective ligands for copper-catalysed aryl ether formation: Structure-activity relationships, substrate scope and mechanistic investigations
Sambiagio, Carlo,Munday, Rachel H.,Marsden, Stephen P.,Blacker, A. John,McGowan, Patrick C.
supporting information, p. 17606 - 17615 (2015/02/05)
The use of picolinic acid amide derivatives as an effective family of bidentate ligands for copper-catalysed aryl ether synthesis is reported. A fluorine-substituted ligand gave good results in the synthesis of a wide range of aryl ethers. Even bulky phenols, known to be very challenging substrates, were shown to react with aryl iodides with excellent yields using these ligands. At the end of the reaction, the first examples of end-of-life Cu species were isolated and identified as CuII complexes with several of the anionic ligands tested. A preliminary mechanistic investigation is reported that suggests that the substituents on the ligands might have a crucial role in determining the redox properties of the metal centre and, consequently, its efficacy in the coupling process. An understanding of these effects is important for the development of new efficient and tunable ligands for copper-based chemistry.
Room temperature Ullmann type C-O and C-S cross coupling of aryl halides with phenol/thiophenol catalyzed by CuO nanoparticles
Babu, S. Ganesh,Karvembu
, p. 1677 - 1680 (2013/03/28)
C-O/C-S cross coupling of aryl halides with phenol or thiophenol was studied under ligand-free condition at room temperature over CuO nanocatalyst. The scope of the reaction was extended to various aryl halides and substituted phenols under optimized condition. In general, efficient, selective, and reusable heterogeneous nano CuO catalytic system has been developed for room temperature C-O and C-S Ullmann type cross coupling reactions.
NOVEL SGLT INHIBITORS
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Page/Page column 72-73, (2013/03/28)
The present invention relates to novel compounds of Formula (I), their pharmaceutically acceptable derivatives, tautomeric forms, isomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the sy
Palladium N-heterocyclic carbene catalysts for synthesis of diaryl ethers
Akko?, Mitat,Gürbüz, Nevin,?etinkaya, Engin,?zdemir, Ismail
experimental part, p. 1781 - 1784 (2009/04/11)
Novel functionalized 1,3-dialkylimidazolinium (LH) salts as precursors for N-heterocyclic carbenes (NHCs) have been prepared and successfully applied in the palladium-catalyzed synthesis of diaryl ethers and arylation of benzaldehydes. An efficient cataly
Highly efficient copper-catalyzed O-arylation using readily available (S)-N-methylpyrrolidine-2-carboxamide as the ligand
Liu, Xianghao,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
, p. 221 - 224 (2008/09/21)
A highly efficient and readily available catalyst system for O-arylation of various phenols using CuI and (S)-N-methylpyrrolidine-2-carboxamide (Pro-NHMe) was developed. The reaction is widely applicable to the synthesis of diaryl ethers. Georg Thieme Verlag Stuttgart.
A homologous enolate Truce-Smiles rearrangement
Mitchell, Lorna H.,Barvian, Nicole C.
, p. 5669 - 5671 (2007/10/03)
During preparation of a series of diphenyl ethers it was observed that displacement of an activated aryl fluoride with ortho-hydroxyacetophenone afforded a product that was C-arylated adjacent to the ketone. Evidence suggested this product was formed by Smiles rearrangement of an O-arylated intermediate.
