Palladium-catalyzed carbonylative synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and aryl iodides?
Organic Chemistry Frontiers Pub Date: 2021-09-06 DOI: 10.1039/D1QO01064F
Abstract
A palladium-catalyzed three-component carbonylative reaction of trifluoroacetimidohydrazides and aryl iodides for the synthesis of pharmaceutically valuable 5-trifluoromethyl-1,2,4-triazoles has been achieved. The reaction is characterized by a low catalyst loading amount, a broad substrate scope, high efficiency, no participation of CO gas and good application prospects. The protocol has been successfully applied to prepare the bioactive molecule GlyT1 inhibitor.
Recommended Literature
- [1] Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. BudaPhys. Chem. Chem. Phys., 2011,13, 10270-10279 10.1039/C1CP20213H
- [2] Acetyl protected thiol methacrylic polymers as effective ligands to keep quantum dots in luminescent standby mode? Marta Liras,Isabel Quijada-Garrido,Marta Palacios-Cuesta,Sonia Mu?oz-Durieux,Olga GarcíaPolym. Chem., 2014,5, 433-442 10.1039/C3PY00987D
- [3] Alternative donor substrates for inverting and retaining glycosyltransferases? Luke L. Lairson,Warren W. WakarchukChem. Commun., 2007, 365-367 10.1039/B614636H
- [4] Aggregation of biologically important peptides and proteins: inhibition or acceleration depending on protein and metal ion concentrations Benjamin Gabriel Poulson,Kacper Szczepski,Joanna Izabela Lachowicz,Lukasz Jaremko,Abdul-Hamid Emwas,Mariusz JaremkoRSC Adv., 2020,10, 215-227 10.1039/C9RA09350H
- [5] An aptamer-based keypad lock system? Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang WangChem. Commun., 2012,48, 802-804 10.1039/C1CC15979H
- [6] An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon SongPhys. Chem. Chem. Phys., 2014,16, 5295-5300 10.1039/C3CP54624A
- [7] An integrated digital microfluidic chip for multiplexed proteomic sample preparation and analysis by MALDI-MS? Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” KimLab Chip, 2006,6, 1213-1219 10.1039/B601954D
- [8] An apparatus for testing water by measurement of its electrical conductivity Analyst, 1912,37, 538-543 10.1039/AN9123700538
- [9] Alt-proteins: A promising future 10.1002/fsat.3701_10.x
- [10] An integrated system for field analysis of Cd(ii) and Pb(ii) via preconcentration using nano-TiO2/cellulose paper composite and subsequent detection with a portable X-ray fluorescence spectrometer? Xiaofeng LinRSC Adv., 2016,6, 9002-9006 10.1039/C5RA25693C
Journal Name：Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)