Skip to main content
SpringerLink
Log in

L-proline-catalysed synthesis of functionalized unsymmetrical dihydro-1H-indeno[1,2-b]pyridines

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

Aromatic aldehydes have been employed in a one-pot four-component reaction with ethyl acetoacetate, 1,3-indandione and ammonium acetate in the presence of L-proline in water and under reflux condition to afford the corresponding dihydro-1H-indeno[1,2-b]pyridines in very good yields.

Aromatic aldehydes have been employed in a one-pot four component reaction with ethyl acetoacetate, 1,3-indanedione and ammonium acetate in the presence of L-proline in water and under reflux condition to afford the corresponding dihydro-1H-indeno[1, 2-b]pyridines in good yields.

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

Scheme 1
Scheme 2

Similar content being viewed by others

References

  1. Buhler F R and Kiowski W J 1987 Hypertens 5 S3

    Article  Google Scholar 

  2. Augstein J, Ham A L and Leeming P R 1972 J. Med. Chem. 15 466

    Article  CAS  Google Scholar 

  3. Cook C E, Lee Y W, Wani M C, Fail P A and Jump J M 1993 U.S. Patent 5 319, 084; 1995 Chem. Abstr. 122 265250a

  4. Umeda N, Saito K, Hosokowa H and Hashimoto S 1991 Jpn Patent 303, 771; 1993 Chem. Abstr. 119 203428u

  5. Meyer M D, De Bernardis J F and Hancock A A 1994 J. Med. Chem. 37 105

    Article  CAS  Google Scholar 

  6. Kunstmann R and Fischer G 1984 J. Med. Chem. 27 1312

    Article  CAS  Google Scholar 

  7. Samai S, Nandi G C, Kumar R and Singh M S 2009 Tetrahedron Lett. 50 7096

    Article  CAS  Google Scholar 

  8. Liu X-H, Fan J-C, Liu Y and Shang Z-C 2008 J. Zhejiang Univ. Sci. B9 990

    Google Scholar 

  9. Wang H, Yang C and Han K 2006 Struct. Chem. 17 97

    Article  CAS  Google Scholar 

  10. Liu Y, Liu Y, Zhiwei M, Chuanchuan W and Jingchao T 2011 Chinese J. Catal. 32 1295

    Article  CAS  Google Scholar 

  11. (a) Karade N N, Budhewara V H, Shinde S V and Jadhav W N 2007 Lett. Org. Chem. 4 16; (b) Mukherjee S, Yang J W, Hoffmann S and List B 2007 Chem. Rev. 107 5471

  12. Bisenieks A, Udrikis Y R, Kirule I E, Tirzit G D and Dubur G Y 1982 UDC 547.822.1.828, Geterotsiklicheskikh Soedineni, No. 11, pp. 1528–1531

  13. Muceniece D, Popelis J and Lūsis V 2008 Chem. Heterocyclic Compd. 44 336

    Article  Google Scholar 

  14. Tu S, Jiang B, Jia R, Zhang J and Zhang Y 2007 Tetrahedron Lett. 48 1369

    Article  CAS  Google Scholar 

  15. Wang L M, Sheng J, Zhang J W, Han J W, Fan Z Y, Tian H and Qian C T 2005 Tetrahedron 61 1539

    Article  CAS  Google Scholar 

  16. Wang S X, Li Z Y, Zhang J C and Li J T 2008 Ultrasonics Sonochem. 15 677

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Karaj Branch, Islamic Azad University, P.O.B. 314/85313, Karaj, Iran

    FARAHNAZ KARGAR BEHBAHANI & HOURIEH SADAT ALAEI

Authors
  1. FARAHNAZ KARGAR BEHBAHANI
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. HOURIEH SADAT ALAEI
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to FARAHNAZ KARGAR BEHBAHANI.

Rights and permissions

Reprints and permissions

About this article

Cite this article

BEHBAHANI, F.K., ALAEI, H.S. L-proline-catalysed synthesis of functionalized unsymmetrical dihydro-1H-indeno[1,2-b]pyridines. J Chem Sci 125, 623–626 (2013). https://doi.org/10.1007/s12039-013-0419-5

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-013-0419-5

Keywords

Search

Navigation