16279-91-7Relevant academic research and scientific papers
Aromatic N-arylations catalyzed by copper-anchored porous zinc-based metal-organic framework under heterogeneous conditions
Maity, Tanmoy,Saha, Debraj,Koner, Subratanath
, p. 2373 - 2383 (2014/08/18)
A highly porous Zn-based metal-organic framework (MOF) IRMOF-3 was covalently decorated with pyridine-2-aldehyde. The free amine group of IRMOF-3 upon condensation with pyridine-2-aldehyde affords a bidentate Schiff-base moiety in the porous matrix. The Schiff base moieties are availed to anchor copper(II) ions to display the catalyst's utility towards catalytic reactions. The catalyst was characterized by UV/Vis and IR spectroscopy, powder XRD spectrometry, SEM energy-dispersive X-ray spectrometry, and nitrogen sorption measurements. The catalyst exhibits excellent activity in catalyzing the N-arylation reaction of nitrogen-containing heterocycles with aryl bromides in DMSO medium, under mild condition (90°C) in the presence of Cs 2CO3. The porous catalyst demonstrates size selectivity towards substrate as a result of the presence of active sites inside the pores of the MOF. The anchored complex seems to be not leached or decomposed during the catalytic reactions up to five successive catalytic cycles, demonstrating practical advantages over homogeneous catalysis.
Preparation of polystyrene-supported vinyl sulfone and its application in the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles
Huang, Zhenzhong,Wang, Ruiling,Sheng, Shouri,Zhou, Ruyi,Cai, Mingzhong
, p. 224 - 227 (2013/02/25)
A polystyrene-supported vinyl sulfone reagent was prepared and used for the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles via a 1,3-dipolar cycloaddition reaction with azides and subsequent cleavage from the polymer support through an elimination reaction in the presence of potassium tert-butoxide. The advantages of this method include straightforward operation, good yield and high purity of the crude products.
Synthesis of thermally stable energetic 1,2,3-triazole derivatives
Kumar, A. Sudheer,Ghule, Vikas D.,Subrahmanyam,Sahoo, Akhila K.
supporting information, p. 509 - 518 (2013/02/23)
Various thermally stable energetic polynitro-aryl-1,2,3-triazoles have been synthesized through Cu-catalyzed [3+2] cycloaddition reactions between their corresponding azides and alkynes, followed by nitration. These compounds were characterized by analyti
Facile one-pot synthesis of monosubstituted 1-aryl-1h-1,2,3-triazoles from arylboronic acids and prop-2-ynoic acid (=propiolic acid) or calcium acetylide (=calcium carbide) as acetylene source
Yang, Qing,Jiang, Yubo,Kuang, Chunxiang
experimental part, p. 448 - 454 (2012/05/04)
The synthesis of monosubstituted 1-aryl-1H-1,2,3-triazoles was achieved in a one-pot reaction from arylboronic acids and prop-2-ynoic acid or calcium acetylide (=calcium carbide), respectively, as a source of acetylene, with yields ranging from moderate to excellent (Scheme 1, Table 2). The reaction conditions were successfully applied to arylboronic acids, including analogs with various functionalities. Unexpectedly, the 1,2,3-triazole moiety promoted a regioselective hydrodebromination (Scheme 2). Copyright
A novel approach to 1-monosubstituted 1,2,3-triazoles by a click cycloaddition/decarboxylation process
Xu, Mei,Kuang, Chunxiang,Wang, Zhuo,Yang, Qing,Jiang, Yubo
supporting information; experimental part, p. 223 - 228 (2011/03/18)
The synthesis of 1-monosubstituted 1,2,3-triazoles was achieved using azides and propiolic acid by copper-catalyzed click cycloaddition/ decarboxylation, which was easily carried out in N,N-dimethylformamide at room temperature or 60 C with yields ranging
Facile and quick synthesis of 1-monosubstituted aryl 1,2,3-triazoles: A copper-free [3+2] cycloaddition
Jiang, Yubo,Kuang, Chunxiang,Yang, Qing
experimental part, p. 289 - 292 (2011/02/28)
An efficient copper-free synthesis of 1-monosubstituted aryl 1,2,3-triazoles from sodium acetylide and aryl azides was developed, which was found suitable for various aryl azides and completed within 15 min at room temperature with moderate to excellent y
A convenient synthesis of 1-substituted 1,2,3-triazoles via CuI/Et 3N catalyzed 'click chemistry' from azides and acetylene gas
Wu, Lu-Yong,Xie, Yong-Xin,Chen, Zi-Sheng,Niu, Yan-Ning,Liang, Yong-Min
experimental part, p. 1453 - 1456 (2009/10/23)
Copper(I)-catalyzed 'click chemistry' using acetylene gas was successfully explored under mild conditions. 1-Substituted-1,2,3-triazoles were conveniently synthesized from the corresponding aromatic and aliphatic azides. Georg Thieme Verlag Stuttgart.
3-AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS VANILLOID RECEPTOR LIGANDS
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Page/Page column 67-68, (2009/08/16)
The present invention relates to 3-azabicyclo[3.1.0]hexane derivatives, which are useful as vanilloid receptor (VR) ligands, methods of treating diseases, conditions and/or disorders modulated by vanilloid receptors with them, and processes for preparing them.
Monosubstituted 1,2,3-triazoles from two-step one-pot deprotection/click additions of trimethylsilylacetylene
Fletcher, James T.,Walz, Sara E.,Keeney, Matthew E.
scheme or table, p. 7030 - 7032 (2009/04/07)
Two-step one-pot reaction conditions have been developed for synthesizing 1-substituted-1,2,3-triazoles. This transformation involves the base-catalyzed deprotection of trimethylsilylacetylene followed by Cu-catalyzed Huisgen 1,3-dipolar cycloaddition under aqueous reaction conditions. Utilization of potassium carbonate as the base and methanol as the alcoholic aqueous co-solvent resulted in optimal yields of the desired products. The reaction conditions were found to be successful for both alkyl and aryl azide reactants, including analogs with electron-donating and electron-withdrawing functionality. This procedure stands as a simple and regioselective means by which to prepare 1-substituted-1,2,3-triazole compounds directly from azide precursors.
Thiazole-4-carboxyamide derivatives
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Page/Page column 55, (2008/06/13)
The present invention is concerned with novel thiazole 4-carboxyamide derivatives of the general formula (I) and with methods for the preparation thereof, which compounds are useful as metabotropic glutamate receptor antagonists: wherein R1 to R4 are as defined in the specification.
