Skip to main content
SpringerLink
Log in

Oligosaccharide Assisted Approach: An Efficient and Facile Access to Isochromeno [4,3-b] Indoles Derivatives in the Presence of Beta Cyclodextrin

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

A completely eco-friendly and straightforward protocol for the biologically important isochromeno[4,3-b]indoles derivatives has been developed employing beta cyclodextrin in aqueous medium. This documented strategy includes the elimination of hazardous catalysts and volatile organic solvents. Additionally this protocol highlights environmentally benign reaction conditions, short reaction times, operational simplicity, easy workup and purification procedure and good yield of products.

Graphical Abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Scheme 1
Scheme 2
Scheme 3

Similar content being viewed by others

References

  1. Bai CC, Tian BR, Zhao T, Huang Q, Wang ZZ (2017) Molecules 22:1475. https://doi.org/10.3390/molecules22091475

    Article  CAS  PubMed Central  Google Scholar 

  2. Floresta G, Talotta C, Gaeta C, De Rosa M, Chiacchio U, Neri P, Rescifina A (2017) J Org Chem 82:4631–4639. https://doi.org/10.1021/acs.joc.7b00227

    Article  CAS  PubMed  Google Scholar 

  3. Marinescu L, Bols M (2010) Curr Org Chem 14:1380–1398

    Article  CAS  Google Scholar 

  4. De Rosa M, La Manna P, Talotta C, Soriente A, Gaeta C, Neri P (2018) Front Chem 6:84. https://doi.org/10.3389/fchem.2018.00084

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Desper JM, Breslow (1994) J Am Chem Soc 116:12081

    Article  CAS  Google Scholar 

  6. Marinescu LG, Doyagueez EG, Petrillo M, Fernandez-Mayoralas A, Bols M (2010) Eur J Org Chem. https://doi.org/10.1002/ejoc.200901099

    Article  Google Scholar 

  7. Bhosale SV (2007) Mini Rev Org Chem 4:143

    Article  Google Scholar 

  8. Yadav Vijay B, Rai P, Sagir H, Kumar A, Siddiqui IR (2018) New J Chem 42:628

    Article  Google Scholar 

  9. Ge T, Zou C, Zuo C (2015) Ind Eng Chem Res 54:1723

    Article  CAS  Google Scholar 

  10. Kiasat AR, Sayyahi S (2010) Catal Commun 11:484

    Article  CAS  Google Scholar 

  11. Breslow R, Dong SD (1998) Chem Rev 98:1997–2011

    Article  CAS  PubMed  Google Scholar 

  12. Szejtli (1998) J Chem Rev 98:1743–1753

    Article  CAS  Google Scholar 

  13. Hedges AR (1998) Chem Rev 98:2035

    Article  CAS  Google Scholar 

  14. Breslowong R, Dong SD (1998) Chem Rev 98:1997

    Article  Google Scholar 

  15. Bjerre J, Fenger TH, Marinescu LG, Bols M (2007) Eur J Org Chem 4:704

    Article  CAS  Google Scholar 

  16. Zhao M, Wang HL, Zhang L, Zhao CY, Ji LN, Mao ZW (2011) Chem Commun 47:7344

    Article  CAS  Google Scholar 

  17. Tang SP, Chen S, Wu GF, Chen HY, Mao ZW, Ji LN (2011) Inorg Chem Commun 14:184

    Article  CAS  Google Scholar 

  18. Szejtli (1998) J Chem Rev 98:1743

    Article  CAS  Google Scholar 

  19. Maheshwari M, Goyal A (2015) Asian J Pharm Clin Res 8(2):41

    CAS  Google Scholar 

  20. Hanson PR, Probst DA, Yau M, Robinson RE (1999) Tetrahedron Lett 40:4761

    Article  CAS  Google Scholar 

  21. Deepika G, Gopinath P, Kranthi G, Nagamani C, Jayasree YV, Naidu NV, Enaganti S (2012) J Pharm Res 5:1105–1107

    Google Scholar 

  22. Matsuda H, Shimoda H, Yoshikawa M (1999) Bioorg Med Chem 7:1445. 2

    Article  CAS  PubMed  Google Scholar 

  23. Yoshikawa M, Harada E, Naitoh Y, Inoue K, Matsuda H, Shimoda H, Yamahara J, Murakami N (1994) Chem Pharm Bull 42:2225

    Article  CAS  PubMed  Google Scholar 

  24. Matsuda H, Shimoda H, Yamahara J, Yoshikawa M (1998) Bioorg Med Chem Lett 8:215

    Article  CAS  PubMed  Google Scholar 

  25. Nozawa K, Yamada M, Tsuda Y, Kawai K, Nakajima S (1981) Chem Pharm Bull 29:2689

    Article  CAS  PubMed  Google Scholar 

  26. Lee JH, Park YJ, Kim HS, Hong YS, Kim KW (2001) Antibiotics 54:463

    Article  CAS  Google Scholar 

  27. Whyte AC, Gloer JB, Scoot JA, Mallock D (1996) J Nat Prod 59:765

    Article  CAS  PubMed  Google Scholar 

  28. Furuta T, Fukuyama Y, Asakawa Y (1986) Phytochemistry 25:517

    Article  CAS  Google Scholar 

  29. Gornostaeva LM, Khalyavinaa YuG, Kuznetsova AS et al (2016) Russ J Org Chem 52:80

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors, A. Kumar, P. Rai and V. B. Yadav thank CSIR New Delhi, for offering them Senior Research Fellowship (SRF) author also thanks to SAIF, Chandigarh for providing spectral data of synthesized compounds.

Author information

Authors and Affiliations

  1. Laboratory of Green Synthesis, Department of Chemistry, University of Allahabad, Allahabad, 211002, India

    Akhilesh Kumar, Pragati Rai, Vijay B. Yadav & I. R. Siddiqui

Authors
  1. Akhilesh Kumar
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Pragati Rai
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Vijay B. Yadav
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. I. R. Siddiqui
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to I. R. Siddiqui.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 28 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kumar, A., Rai, P., Yadav, V.B. et al. Oligosaccharide Assisted Approach: An Efficient and Facile Access to Isochromeno [4,3-b] Indoles Derivatives in the Presence of Beta Cyclodextrin. Catal Lett 149, 190–195 (2019). https://doi.org/10.1007/s10562-018-2592-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-018-2592-0

Keywords

Search

Navigation