One-pot, three-component synthesis of novel coumarinyl-pyrazolo[3,4-b]pyridine-3-carboxylate derivatives using [AcMIm]FeCl4 as recyclable catalyst

被引:4
作者
Ambati, Srinivasa Rao [1 ,2 ]
Patel, Jeevan Lal [1 ]
Chandrakar, Komal [1 ]
Sarkar, Uttam [1 ]
Penta, Santhosh [1 ]
Banerjee, Subhash [3 ]
Varma, Rajender S. [4 ]
机构
[1] Natl Inst Technol, Dept Chem, Raipur 492010, Chhattisgarh, India
[2] MSN R&D Ctr, Dept Res & Dev, Medak 502307, India
[3] Guru GhasidasVishwavidyalaya, Dept Chem, Bilaspur 495009, Chhattisgarh, India
[4] Palacky Univ Olomouc, Reg Ctr Adv Technol & Mat, Slechtitel U 27, Olomouc 78371, Czech Republic
关键词
Pyrazolo[3,4-b]pyridine-3-carboxylates; beta-Chloro coumarinyl aldehydes; Task-specific acid icionic liquid; Environmentally benign synthesis; MAGNETIC IONIC LIQUID; MULTICOMPONENT REACTIONS; SOLVENT-FREE; DISCOVERY; INHIBITORS; HIV-1; FECL3;
D O I
10.1016/j.molstruc.2022.133623
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Multicomponent synthesis of novel coumarin-based fused pyrazolo[3,4-b]pyridine-3-carboxylate derivatives was developed using acidic ionic liquid, 1-acyl-3-methylimidazolium tetrachloroferrate ([AcMIm]FeCl4), under mild and environmentally benign reaction conditions. [AcMIm]FeCl(4 )served as a catalyst as well as the reaction medium and was reused for at least four times without significant loss of yield. The ensuing compounds (4a-4p) were identified by FT-IR, H-1 NMR and C-13 NMR and mass spec-troscopic studies. The developed method offers several advantages such as a simple protocol, excellent yields of the products (90-92%), shorter reaction time (2 h), recyclability of the catalyst, eco-friendly reaction conditions and better values of green chemistry metrics like low E factor (0.32), high reaction mass efficiency (75.28%), low process mass efficiency (1.32) and high atom economy (81.82). (C) 2022 Published by Elsevier B.V.
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页数:10
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