Abstract
References
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CSA-Catalyzed Three-component Synthesis of Fused Polycyclic Pyrazolo[4,3-e]pyridines Under Ultrasonic Irradiation and Their Antioxidant Activity
Abstract
New fused
pyrazolo[4,3-e]pyridines were obtained by multi-component reaction of
1,3-dimethyl-1H-pyrazol-5-amine or
3-phenyl-1H-pyrazol-5-amine, aromatic
aldehydes and indan-1,3-dione in the presence of camphor-10-sulfonic acid (CSA)
as an effective catalyst under ultrasound promoted conditions. The antioxidant
activity of the pyrazolopyridine compounds 4b, 5c, 5e, 7a, 7b and 7c were determined.
Keywords
Pyrazolopyridines multi-component synthesis ultrasonic irradiation camphor-10-sulfonic acid (CSA)
References
- 1. Dömling A. Recent developments in isocyanide based multicomponent reactions in applied chemistry. Chemical Reviews. 2006; 106: 17-89.
- 2. Zhu J, Bienayme H. Eds. Multicomponent Reactions, Wiley-VCH: Weinheim, 2005, 484 p.
- 3. Sunderhaus J.D, Martin S.F. Application of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds. Chemistry-A European Journal. 2009; 15: 1300-08.
- 4. Dömling A, Ugi I. Multicomponent reactions with isocyanides. Angewandte Chemie International Edition. 2000; 39: 3168-3210.
- 5. Zhu J, Wang Q, Wang M. X, Eds.; Multicomponent Reactions in Organic Synthesis, Wiley-VCH: Weinheim, 2015, 521 p.
- 6. Crenshaw R. R, Luke G. M, Smirnoff P. Interferon inducing activities of derivatives of 1,3-dimethyl-4-(3-dimethylaminopropylamino)-1H-pyrazolo[3,4-b]quinoline and related compounds. J. Med. Chem. 1976; 19: 262-275.
- 7. Crenshaw R, Luke G. M, Smirnoff P. Canadian Patent 10, 32, 538; Chem. Abstr. 89 (1978) 179995r.
- 8. Huang S, Lin R, Yu Y, Lu Y, Connolly P.J, Chiu G, Li S, Emanuel S.L, Middleton S.A. Synthesis of 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine, a potent cyclin dependent kinase 1 (CDK1) inhibitor. Bioorg. Med. Chem. Lett. 2007; 17: 1243-45.
- 9. Saggar S.A, Sisko J.T, Tucker T.J, Tynebor R.M, Su D.S, Antony N.J. US 2007021442, 2007.
- 10. Zhang P, Pennell A.M.K, Wright J.J.K, Chen W, Leleti M. R, Li Y, Li L, Xu Y. WO 2007002293, 2007 [Chem. Abstr. 2007, 146, 121980].
Details
| Subjects | Engineering, Chemical Engineering |
|---|---|
| Journal Section | Research Article |
| Authors | |
| Submission Date | March 2, 2017 |
| Acceptance Date | May 8, 2017 |
| Publication Date | May 16, 2017 |
| Published in Issue | Year 2017 Volume: 4 Issue: 2 |
Cited By
Synthesis, solar cell application, and biological study of vinyl substituted isophorone derivatives
Research on Chemical Intermediates
Zehra Kozak
https://doi.org/10.1007/s11164-019-03924-y
