Skip to main content
SpringerLink
Log in

Diammonium Hydrogen Phosphate as an Efficient and Inexpensive Catalyst for the Synthesis of Bis(indolyl)methanes under Solvent-Free Conditions

  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Summary.

Bis(indolyl)methanes were synthesized by the reaction of indole derivatives and aromatic and aliphatic aldehydes in the presence of diammonium hydrogen phosphate as a solid catalyst under solvent-free conditions. This methodology offers significant improvements for the synthesis of bis(indolyl)methanes with regard to the yield of products, simplicity in operation, and green aspects by avoiding toxic catalysts and solvents.

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

Similar content being viewed by others

References

  • RJ Sundberg (1970) The Chemistry of Indoles Academic Press New York

    Google Scholar 

  • MA Zeligs (1998) J Med Food 1 67 Occurrence Handle1:CAS:528:DyaK1MXltlejsbc%3D

    CAS  Google Scholar 

  • C Grubbs V Steele T Casebolt MM Juliana I Eto LM Whitaker (1995) Anticancer Res 15 709 Occurrence Handle7645947 Occurrence Handle1:CAS:528:DyaK2MXns1yktrw%3D

    PubMed  CAS  Google Scholar 

  • SH Benabadji R Wen J Zheng X Dong S Yuan (2004) Acta Pharmacol Sin 25 666 Occurrence Handle15132835 Occurrence Handle1:CAS:528:DC%2BD2cXktV2gsLk%3D

    PubMed  CAS  Google Scholar 

  • MJ Anderton MM Manson R Verschoyle A Gescher WP Steward ML Williams DE Mager (2004) Drug Metab Dispos 32 632 Occurrence Handle15155555 Occurrence Handle10.1124/dmd.32.6.632 Occurrence Handle1:CAS:528:DC%2BD2cXktlOgtrY%3D

    Article  PubMed  CAS  Google Scholar 

  • X Ge S Yannai G Rennert N Gruener FA Fares (1996) Biochem Biophys Res Commun 228 153 Occurrence Handle8912651 Occurrence Handle10.1006/bbrc.1996.1631 Occurrence Handle1:CAS:528:DyaK28XmvVehu74%3D

    Article  PubMed  CAS  Google Scholar 

  • A Kamal AA Qureshi (1963) Tetrahedron 19 513 Occurrence Handle10.1016/S0040-4020(01)98540-0 Occurrence Handle1:CAS:528:DyaF3sXksVWmsbw%3D

    Article  CAS  Google Scholar 

  • Prandhan PK, Dey S, Giri VS, Jaisankar P (2005) Synthesis 1779

  • Zhang ZH, Yin L, Wang YM (2005) Synthesis 1949 and other references sited there in

  • VT Kamble KR Kadam NS Joshi DB Muley (2007) Catal Commun 8 498 Occurrence Handle10.1016/j.catcom.2006.07.010 Occurrence Handle1:CAS:528:DC%2BD28Xht1yktL%2FK

    Article  CAS  Google Scholar 

  • MA Zolfigol P Salehi M Shiri Z Tanbakouchian (2007) Catal Commun 8 173 Occurrence Handle10.1016/j.catcom.2006.06.012 Occurrence Handle1:CAS:528:DC%2BD2sXivFentw%3D%3D

    Article  CAS  Google Scholar 

  • CJ Magesh R Nagarajan M Karthik PT Perumal (2004) Appl Catal A 266 1 Occurrence Handle10.1016/j.apcata.2004.01.024 Occurrence Handle1:CAS:528:DC%2BD2cXktVCjuro%3D

    Article  CAS  Google Scholar 

  • Bartoli G, Bosco M, Foglia G, Giuliani A, Marcantoni E, Sambri L (2004) Synthesis 895

  • SJ Ji SY Wang Y Zhang TP Loh (2004) Tetrahedron 60 2051 Occurrence Handle10.1016/j.tet.2003.12.060 Occurrence Handle1:CAS:528:DC%2BD2cXhtVKktrk%3D

    Article  CAS  Google Scholar 

  • H Koshima W Matsuaka (2002) J Heterocycl Chem 39 1089 Occurrence Handle1:CAS:528:DC%2BD38XotVGgu7o%3D Occurrence Handle10.1002/jhet.5570390539

    Article  CAS  Google Scholar 

  • Ramesh C, Ravindranath N, Das B (2003) J Chem Res (S) 72

  • BP Bandgar SV Bettigeri NS Joshi (2004) Monatsh Chem 135 1265 Occurrence Handle10.1007/s00706-004-0206-6 Occurrence Handle1:CAS:528:DC%2BD2cXosFSjurg%3D

    Article  CAS  Google Scholar 

  • a) Salehi P, Dabiri M, Zolfigol MA, Baghbanzadeh M (2005) Synlett 1155; b) Dabiri M, Salehi P, Otokesh S, Baghbanzadeh M, Kozehgary Gh, Mohammadi AA (2005) Tetrahedron Lett 46: 6123; c) Baghbanzadeh M, Salehi P, Dabiri M, Kozehgary Gh (2006) Synthesis 344; d) Salehi P, Dabiri M, Zolfigol MA, Baghbanzadeh M (2005) Tetrahedron Lett 46: 7051; e) Salehi P, Dabiri M, Zolfigol MA, Otokesh S, Baghbanzadeh M (2006) Tetrahedron Lett 47: 2557; f) Dabiri M, Salehi P, Baghbanzadeh M, Bahramnejad M (2006) Tetrahedron Lett 47: 6983; g) Dabiri M, Arvin-Nezhad H, Khavasi HR, Bazgir A (2007) Tetrahedron 63: 1170

  • a) Salehi P, Dabiri M, Khosropour AR, Roozbehniya P (2006) J Iran Chem Soc 3: 98; b) Balalaie S, Bararjanian M, Hekmat S, Salehi P (2006) Synth Commun 36: 2549

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Shahid Beheshti University, Evin, Tehran, Iran

    Minoo Dabiri, Mostafa Baghbanzadeh, Yasamin Vakilzadeh & Shadi Kiani

  2. Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Evin, Tehran, Iran

    Peyman Salehi

Authors
  1. Minoo Dabiri
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Peyman Salehi
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mostafa Baghbanzadeh
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Yasamin Vakilzadeh
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Shadi Kiani
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Minoo Dabiri or Peyman Salehi.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dabiri, M., Salehi, P., Baghbanzadeh, M. et al. Diammonium Hydrogen Phosphate as an Efficient and Inexpensive Catalyst for the Synthesis of Bis(indolyl)methanes under Solvent-Free Conditions. Monatsh. Chem. 138, 595–597 (2007). https://doi.org/10.1007/s00706-007-0658-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-007-0658-6

Search

Navigation