33722-11-1Relevant academic research and scientific papers
An efficient green approach for the synthesis of novel triazolyl spirocyclic oxindole derivatives via one-pot five component protocol using DBU as catalyst in PEG-400
Kumari, Sudesh,Singh, Harjinder,Khurana, Jitender M.
, p. 3081 - 3085 (2016)
We have described an efficient one-pot five component reaction of acetylacetone, aryl azides, aromatic aldehydes, isatin and L-proline using DBU as catalyst in PEG-400 at 80?°C for the construction of novel heterocyclic triazolyl spirocyclic oxindole derivatives. Structures of all synthesized novel compounds have been confirmed by spectral and X-ray studies. Crystal packing of compound 6i has also been reported. Green solvent, less reaction time, easy work up and high yields are the salient features of the present protocol. The same reaction has also been reported by stepwise reactions including a one-pot three component reaction.
Coumarin-triazole hybrids: Design, microwave-assisted synthesis, crystal and molecular structure, theoretical and computational studies and screening for their anticancer potentials against PC-3 and DU-145
Vagish, Channa Basappa,Kumara, Karthik,Vivek, Hamse Kameshwar,Bharath, Srinivasan,Lokanath, Neratur Krishnappagowda,Ajay Kumar, Kariyappa
, (2021/02/05)
This study presents the synthesis of series of α,β-unsaturated carbonyl linked coumarin-triazole hybrids, 7(a-e) by microwave irradiation conditions. The target compounds were synthesized in four steps starting from 4-hydroxycoumarin, 1 and substituted aromatic primary amines, 3. Spectroscopic analysis provide the structure proofs of synthesized new compounds 6e and 7(a-e), and the molecular structure of one of the intermediate compound 6e was confirmed by single crystal X-ray diffraction studies. The crystal structure analysis shows that the C-H…π, C-O…π and π—π intermolecular interactions stabilizes the crystal structure, the intermolecular interactions are quantified through Hirshfeld surface analysis. To substantiate the X-ray crystal structure, the density functional theory calculations were performed. Further, the target compounds coumarin-triazole hybrids, were screened in vitro for their anticancer activity against PC-3 and DU-145 cell lines. The result shows that, amongst the series, compound 7c was more potent against PC-3 and DU-145 cell lines.
Synthesis and antibacterial evaluation of pyrazolines carrying (benzyloxy)benzaldehyde moiety
Barretto, Delicia A.,Kamat, Vinuta,Khanapure, Sheela,Nayak, Suresh P.,Patil, Veerabhadragouda B.,Rajeena, C. H. Aminath,Vootla, Shyam K.
, (2021/09/29)
A novel series of 1,2,3-triazole-linked pyrazoline analogues were prepared by the reaction of 3-(4-(benzyloxy)phenyl)-1-(1-(arylphenyl)-5-methyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-one with hydrazine hydrate in the presence of glacial acetic acid medium. Th
Synthesis of biologically as well as industrially important 1,4,5-trisubstituted-1,2,3-triazoles using a highly efficient, green and recyclable DBU-H2O catalytic system
Singh, Harjinder,Sindhu, Jayant,Khurana, Jitender M.
, p. 22360 - 22366 (2013/11/06)
Substituted 1,2,3-triazoles are important heterocyclic molecules with applications in diverse research areas. 1,3-Dipolar cycloaddition reaction of azides and enolizable compounds is an important method of generating substituted 1,2,3-triazoles. However,
Efficient, green and regioselective synthesis of 1,4,5-trisubstituted-1,2, 3-triazoles in ionic liquid [bmim]BF4 and in task-specific basic ionic liquid [bmim]OH
Singh, Harjinder,Sindhu, Jayant,Khurana, Jitender M.
, p. 883 - 888 (2013/09/23)
Convenient and environmentally benign procedures have been reported for the synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by the reaction of aryl azides with active methylene compounds in ionic liquid [bmim]BF4 in the presence of l-proline
A combined experimental and theoretical study of the thermal cycloaddition of aryl azides with activated alkenes
Zeghada, Sarah,Bentabed-Ababsa, Ghenia,Derdour, Aicha,Abdelmounim, Safer,Domingo, Luis R.,Saez, Jose A.,Roisnel, Thierry,Nassar, Ekhlass,Mongin, Florence
experimental part, p. 4295 - 4305 (2011/07/08)
Reactions were performed from aryl azides on the one hand, and activated alkenes coming from β-dicarbonyl compounds or malonodinitrile on the other hand, either with recourse to conventional heating or to microwave activation, to afford 1-aryl-1H-1,2,3-tr
Tandem Michael addition/imino-nitrile cyclization synthesis of 2-amino-6-(1-aryl-5-methyl-1H-1,2,3-triazol-4yl)-4-phenylpyridine-3-carbonitrile
Dong, Heng-Shan,Wang, Hui-Cheng,Gao, Zhong-Lian,Li, Rong-Shan,Cui, Fu-Hong
experimental part, p. 389 - 395 (2010/06/16)
(Chemical Equation Presented) Several 2-amino-6-(1-aryl-5-methyl-1H-1,2,3- triazol-4-yl)-4-phenylpyridine-3-carbonitrile have been synthesized by Tandem Michael addition/imino-nitrile cyclization and the structures of these compounds were established by M
Synthesis of some new N-[4-acetyl-4,5-dihydro-5-(1-aryl-5-methyl-1H-1,2,3- triazol-4-yl)-5-methyl-1,3,4-thiadiazol-2-yl]acetamide derivatives
Wang, Hui-Cheng,Li, Rong-Shan,Dong, Hong-Ru,Dong, Heng-Shan
experimental part, p. 521 - 526 (2010/10/03)
Several new N-[4-acetyl-4,5-dihydro-5-(1-aryl-5-methyl-1H-1,2,3-triazol-4- yl)-5-methyl-1,3,4-thiadiazol-2-yl]acetamide derivatives have been synthesized and the structures of these compounds have been established by MS, IR, CHN and 1H NMR spec
One-pot synthesis and the fluorescent behavior of 4-acetyl-5-methyl-1,2,3-triazole regioisomers
Kamalraj,Senthil,Kannan
experimental part, p. 210 - 215 (2009/03/12)
A series of novel 4-acetyl-5-methyl-1,2,3-triazole exclusively with 1,4 regioisomers were synthesized via 1,3-dipolar cycloaddition with high yield from azide and acetyl acetone in the presence of a base, under warm condition in ethanol in a short duration. All the compounds were characterized by using FT-IR and NMR spectroscopic techniques. The isomer purity has been confirmed by means of HPLC. The reaction is affected by the electronic effects; triazole with electron withdrawing substituent reacts faster with maximum yield of 90% compare to the electron donating substituent. All the compounds show fluorescent behavior. Among them, the 1-[4-(cyano)phenyl]-4-acetyl-5-methyl-1,2,3-triazole remarkably shows dual emission in the chloroform solvent.
