Skip to main content
SpringerLink
Log in

An efficient and ecocompatible synthesis of annulated benzothiazoloquinazolines in SO3H-functionalized ionic liquid

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Structurally diverse annulated benzothiazoloquinazolines have been synthesized by an environmentally benign, efficient, and convenient synthesis involving three-component domino reaction of 2-aminobenzothiazoles, α-tetralone, and furan-2-carbaldehyde/p-methoxybenzaldehyde using an SO3H-functionalized halogen-free ionic liquid ([MIM(CH2)4SO3H][HSO4]) as a catalyst and a reaction medium.

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.

Scheme 1
Scheme 2

Similar content being viewed by others

References

  1. B.M. Trost, Acc. Chem. Res. 35, 695–705 (2002)

    Article  CAS  Google Scholar 

  2. P.A. Wender, V.A. Verma, T.J. Paxton, T.H. Pillow, Acc. Chem. Res. 41, 40–49 (2008)

    Article  CAS  Google Scholar 

  3. J.P. Hallet, T. Welton, Chem. Rev. 111, 3508–3576 (2011)

    Article  Google Scholar 

  4. J.D. Holbrey, W.M. Reichert, R.P. Swatloski, G.A. Broker, R.W. Pitner, K.R. Seddon, R.D. Rogers, Green Chem. 4, 407–413 (2002)

    Article  CAS  Google Scholar 

  5. D.J. Connolly, D. Cusack, T.P. Sullivan, P.J. Guiry, Tetrahedron 61, 10153–101202 (2005)

    Article  CAS  Google Scholar 

  6. J.P. Michael, Nat. Prod. Rep. 20, 476–493 (2003)

    Article  CAS  Google Scholar 

  7. C.M. Maritinei-Viturro, D. Dominguez, Tetrahedron Lett. 48, 1023–1026 (2001)

    Article  Google Scholar 

  8. V. Alagarsamy, S.V. Raja, K. Dhanabal, Bioorg. Med. Chem. 15, 235–241 (2007)

    Article  CAS  Google Scholar 

  9. V. Alagarsamy, U.S. Pathak, Bioorg. Med. Chem. 15, 3457–3462 (2007)

    Article  CAS  Google Scholar 

  10. V. Murugan, M. Kulkarni, R.M. Anand, E.P. Kumar, B. Suresh, V.M. Reddy, Asian J. Chem. 18, 900–906 (2006)

    CAS  Google Scholar 

  11. P. Selvam, K. Girija, G. Nagarajan, E. De-Clerco, Indian J. Pharm. Sci. 67, 484–487 (2005)

    CAS  Google Scholar 

  12. M. Robin, R. Fature, A. Perichaud, J.P. Galy, Heterocycles 53, 387–395 (2000)

    Article  CAS  Google Scholar 

  13. A.K. Arya, M. Kumar, Green Chem. 13, 1332 (2011)

    Article  CAS  Google Scholar 

  14. A.K. Arya, M. Kumar, Mol. Divers. 15, 781 (2011)

    Article  CAS  Google Scholar 

  15. B.S. Rathor, M. Bioorg, Med. Chem. 14, 5678–5682 (2006)

    Article  Google Scholar 

  16. B.S. Rathore, V. Gupta, R.R. Gupta, M. Kumar, Heteroatom. Chem. 18, 81–86 (2007)

    Article  CAS  Google Scholar 

  17. M. Kumar, K. Sharma, R.M. Samarth, A. Kumar, Eur. J. Med. Chem. 45, 4467–4472 (2010)

    Article  CAS  Google Scholar 

  18. M. Kumar, K. Sharma, A.K. Arya, Tetrahedron Lett. 56, 4604 (2012)

    Article  Google Scholar 

  19. A.K. Arya, S. Gupta, M. Kumar, Tetrahedron Lett. 53, 6035 (2012)

    Article  CAS  Google Scholar 

  20. M. Kumar, K. Sharma, D.K. Sharma, A.K. Arya, Tetrahedron Lett. 54, 878–882 (2013)

    Article  CAS  Google Scholar 

  21. M. Kumar, K. Sharma, A.K. Fogla, K. Sharma, M. Rathore, Res. Chem. Intermed. 39, 2555–2564 (2013)

    Article  CAS  Google Scholar 

  22. Z. Du, Z. Li, Y. Deng, Synth. Commun. 35, 1343 (2005)

    Article  CAS  Google Scholar 

  23. D. Fang, Z.H. Fei, Z.L. Liu, Catal. Commun. 10, 1267 (2009)

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, University of Rajasthan, Jaipur, 302 055, India

    Kailash Sharma, Dinesh Kumar Sharma & Mahendra Kumar

  2. DESM, Regional Institute of Education (NCERT), Ajmer, 305 004, India

    Anand Kumar Arya

Authors
  1. Kailash Sharma
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Dinesh Kumar Sharma
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Anand Kumar Arya
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Mahendra Kumar
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mahendra Kumar.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sharma, K., Sharma, D.K., Arya, A.K. et al. An efficient and ecocompatible synthesis of annulated benzothiazoloquinazolines in SO3H-functionalized ionic liquid. Res Chem Intermed 41, 4133–4139 (2015). https://doi.org/10.1007/s11164-013-1517-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-013-1517-1

Keywords

Search

Navigation