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Year 2017, Volume: 4 Issue: 2, 631 - 648, 16.05.2017
https://doi.org/10.18596/jotcsa.295465

Abstract

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].

CSA-Catalyzed Three-component Synthesis of Fused Polycyclic Pyrazolo[4,3-e]pyridines Under Ultrasonic Irradiation and Their Antioxidant Activity

Year 2017, Volume: 4 Issue: 2, 631 - 648, 16.05.2017
https://doi.org/10.18596/jotcsa.295465

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. 

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].
There are 10 citations in total.

Details

Subjects Engineering, Chemical Engineering
Journal Section Articles
Authors

Emel Pelıt

Publication Date May 16, 2017
Submission Date March 2, 2017
Acceptance Date May 8, 2017
Published in Issue Year 2017 Volume: 4 Issue: 2

Cite

Vancouver Pelıt E. CSA-Catalyzed Three-component Synthesis of Fused Polycyclic Pyrazolo[4,3-e]pyridines Under Ultrasonic Irradiation and Their Antioxidant Activity. JOTCSA. 2017;4(2):631-48.