Skip to main content
SpringerLink
Log in

One step synthesis of 14-alkyl- or aryl-14H-dibenzo[a,j]xanthenes using sodium hydrogen sulfate as catalyst

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

Abstract

A simple and environmentally benign procedure for the synthesis of 14-alkyl- or aryl-14H-dibenzo[a,j]xanthenes is described through a one-pot condensation of 2-naphthol with aryl or alkyl aldehydes in the presence of sodium hydrogen sulfate as a catalyst under solvent-free conditions.

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

  • Lambert RW, Martin JA, Merrett JH, Parkes KEB, Thomas GJ (1997) PCT Int Appl WO 9706178

  • RW Lambert JA Martin JH Merrett KEB Parkes GJ Thomas (1997) Chem Abstr 126 p212377y

    Google Scholar 

  • Hideo T, Jiyoujima T (1981) Jpn Tokyo Koho JP 56005480

  • T Hideo T Jiyoujima (1981) Chem Abstr 95 80922b

    Google Scholar 

  • JP Poupelin G Saint-Ruf O Foussard-Blanpin G Narcisse G Uchida-Ernouf R Lacroix (1978) Eur J Med Chem 13 67 Occurrence Handle1:CAS:528:DyaE1cXlvFSqt78%3D

    CAS  Google Scholar 

  • NP Buu-Hoi G Saint-Ruf A De HT Hieu (1972) Chim Ther 7 83 Occurrence Handle1:CAS:528:DyaE38Xlt1KgtLk%3D

    CAS  Google Scholar 

  • G Saint-Ruf HT Hieu JP Poupelin (1975) Naturwissenschaften 62 584 Occurrence Handle10.1007/BF01166986 Occurrence Handle1:CAS:528:DyaE28XltlOrsQ%3D%3D

    Article  CAS  Google Scholar 

  • Menchen SM, Benson SC, Lam JYL, Zhen W, Sun D, Rosenblum BB, Khan SH, Taing M (2003) US Patent US6583168

  • SM Menchen SC Benson JYL Lam W Zhen D Sun BB Rosenblum SH Khan M Taing (2003) Chem Abstr 139 p54287f

    Google Scholar 

  • RN Sen NN Sarkar (1925) J Am Chem Soc 47 1079 Occurrence Handle10.1021/ja01681a023 Occurrence Handle1:CAS:528:DyaB2MXhtFOhuw%3D%3D

    Article  CAS  Google Scholar 

  • Knight DW, Little PB (1998) Synlett:1141

  • Knight DW, Little PB (2001) J Chem Soc Perkin Trans1:1771

    Google Scholar 

  • A Jha J Beal (2004) Tetrahedron Lett 45 8999 Occurrence Handle10.1016/j.tetlet.2004.10.046 Occurrence Handle1:CAS:528:DC%2BD2cXpsVGqt7w%3D

    Article  CAS  Google Scholar 

  • C-W Kuo J-M Fang (2001) Synth Commun 31 877 Occurrence Handle10.1081/SCC-100103323 Occurrence Handle1:CAS:528:DC%2BD3MXksFGhu70%3D

    Article  CAS  Google Scholar 

  • Dean FM, Lockstely HD (1963) J Chem Soc:393

  • JQ Wang RG Harvey (2002) Tetrahedron 58 5927 Occurrence Handle10.1016/S0040-4020(02)00534-3 Occurrence Handle1:CAS:528:DC%2BD38XltV2qs74%3D

    Article  CAS  Google Scholar 

  • RJ Sarma JB Baruah (2005) Dyes Pigments 64 91 Occurrence Handle10.1016/j.dyepig.2004.03.010 Occurrence Handle1:CAS:528:DC%2BD2cXmt1WisrY%3D

    Article  CAS  Google Scholar 

  • JA Van Allan DD Giannini TH Whitesides (1982) J Org Chem 47 820 Occurrence Handle10.1021/jo00344a014 Occurrence Handle1:CAS:528:DyaL38XosFektA%3D%3D

    Article  CAS  Google Scholar 

  • Sirkecioglu O, Talinli N, Akar A (1995) J Chem Res (S):502

  • A Khoramabadi-zad Z Kazemi HA Rudbari (2002) J Korea Chem Soc 46 541 Occurrence Handle1:CAS:528:DC%2BD3sXislGmtw%3D%3D Occurrence Handle10.5012/jkcs.2002.46.6.541

    Article  CAS  Google Scholar 

  • Khosropour AR, Khodaei MM, Moghannian H (2005) Synlett:955

  • B Rajitha BS Kumar YT Reddy PN Reddy N Sreenivasulu (2005) Tetrahedron Lett 46 8691 Occurrence Handle10.1016/j.tetlet.2005.10.057 Occurrence Handle1:CAS:528:DC%2BD2MXhtF2ru7rM

    Article  CAS  Google Scholar 

  • B Das B Ravikanth R Ramu K Laxminarayana BV Rao (2006) J Mol Cat A Chem 255 74 Occurrence Handle10.1016/j.molcata.2006.04.007 Occurrence Handle1:CAS:528:DC%2BD28XnsFOqtL8%3D

    Article  CAS  Google Scholar 

  • MA Pasha VP Jayashankara (2007) Bioorg Med Chem Lett 17 621 Occurrence Handle10.1016/j.bmcl.2006.11.009 Occurrence Handle1:CAS:528:DC%2BD2sXotFahtQ%3D%3D

    Article  CAS  Google Scholar 

  • S Ko C-F Yao (2006) Tetrahedron Lett 47 8827 Occurrence Handle10.1016/j.tetlet.2006.10.072 Occurrence Handle1:CAS:528:DC%2BD28XhtFyqurfL

    Article  CAS  Google Scholar 

  • L Nagarapu S Kantevari VC Mahankhali S Apuri (2007) Cat Commun 8 1173 Occurrence Handle10.1016/j.catcom.2006.11.003 Occurrence Handle1:CAS:528:DC%2BD2sXmtVGnsr8%3D

    Article  CAS  Google Scholar 

  • Saini A, Kumar S, Sandhu JS (2006) Synlett:1928

  • Bigdeli MA, Heravi MM, Mahdavinia GH (2007) J Mol Cat A Chem (in press) doi: 10.1016/j.molcata.2007.05.007

  • MA Bigdeli MM Heravi GH Mahdavinia (2007) Cat Commun 8 1595 Occurrence Handle10.1016/j.catcom.2007.01.007 Occurrence Handle1:CAS:528:DC%2BD2sXhtVOlsr7N

    Article  CAS  Google Scholar 

  • Shaterian HR, Ghashang M, Hassankhani A (2007) Dyes Pigments (in press) doi: 10.1016/j.dyepig.2006.11.004

  • Seyyedhamzeh M, Mirzaei P, Bazgir A (2007) Dyes Pigments (in press) doi: 10.1016/j.dyepig.2007.02.001

  • MM Amini N Seyyedhamzeh A Bazgir (2007) Appl Catal A Gen 323 242 Occurrence Handle10.1016/j.apcata.2007.02.016 Occurrence Handle1:CAS:528:DC%2BD2sXjvFaqu78%3D

    Article  CAS  Google Scholar 

  • GI Shakibaei P Mirzaei A Bazgir (2007) Appl Catal A Gen 325 188 Occurrence Handle10.1016/j.apcata.2007.03.008 Occurrence Handle1:CAS:528:DC%2BD2sXltF2rtb0%3D

    Article  CAS  Google Scholar 

  • PS Kumar BS Kumar B Rajitha PN Reddy N Sreenivasulu YT Reddy (2006) Arkivoc xii 46

    Google Scholar 

  • MM Hashemi Z Karimi-Jaberi (2004) Monatsh Chem 135 41 Occurrence Handle1:CAS:528:DC%2BD2cXktVejtw%3D%3D

    CAS  Google Scholar 

  • MM Hashemi D Ghazanfari Z Karimi-Jaberi (2004) Monatsh Chem 135 185 Occurrence Handle1:CAS:528:DC%2BD2cXhslers7k%3D

    CAS  Google Scholar 

  • MM Hashemi M Akhbari (2003) Monatsh Chem 134 1561 Occurrence Handle1:CAS:528:DC%2BD3sXps1Gqu78%3D

    CAS  Google Scholar 

  • MM Hashemi H Ghafuri Z Karimi-Jaberi (2006) Monatsh Chem 137 197 Occurrence Handle10.1007/s00706-005-0425-5 Occurrence Handle1:CAS:528:DC%2BD28XotF2qtA%3D%3D

    Article  CAS  Google Scholar 

  • MS Khalili H Ghafuri S Mojahedi-Jahromi MM Hashemi (2007) Phosphorus Sulfur Silicon Relat Elem 182 175 Occurrence Handle10.1080/10426500600892487 Occurrence Handle1:CAS:528:DC%2BD2sXhtFCmsbk%3D

    Article  CAS  Google Scholar 

  • Z-H Zhang (2005) Monatsh Chem 136 1191 Occurrence Handle10.1007/s00706-005-0298-7 Occurrence Handle1:CAS:528:DC%2BD2MXlslOltb0%3D

    Article  CAS  Google Scholar 

  • C Ramesh G Mahender N Ravindranath B Das (2003) Tetrahedron Lett 44 1465 Occurrence Handle10.1016/S0040-4039(02)02858-7 Occurrence Handle1:CAS:528:DC%2BD3sXptFSqtw%3D%3D

    Article  CAS  Google Scholar 

  • B Das K Venkateswarlu G Mahender I Mahender (2005) Tetrahedron Lett 46 3041 Occurrence Handle10.1016/j.tetlet.2005.03.020 Occurrence Handle1:CAS:528:DC%2BD2MXivVKgsrc%3D

    Article  CAS  Google Scholar 

  • Das B, Venkataiah B, Madhusudhan P (2000) Synlett:59

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Sharif University of Technology, Tehran, Iran

    Zahed Karimi-Jaberi & Mohammed M. Hashemi

Authors
  1. Zahed Karimi-Jaberi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mohammed M. Hashemi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mohammed M. Hashemi.

Additional information

Correspondence: Mohammed M. Hashemi, Department of Chemistry, Sharif University of Technology, P.O. Box 11365-9516, Tehran, Iran.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Karimi-Jaberi, Z., Hashemi, M. One step synthesis of 14-alkyl- or aryl-14H-dibenzo[a,j]xanthenes using sodium hydrogen sulfate as catalyst. Monatsh Chem 139, 605–608 (2008). https://doi.org/10.1007/s00706-007-0786-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-007-0786-z

Keywords

Search

Navigation