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Vapor Phase Synthesis of Annelated Pyridines over Metal Modified Zeolite Beta

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Abstract

Vapor phase synthesis of annelated pyridines from cyclic ketones, aldehydes and ammonia was carried out over various zeolite molecular sieves like Hβ, HZSM-5 (240), HZSM-5 (40), HY, HX, HMCM-41 and Mordenite. The preliminary screening of catalyst clearly shows that Hβ catalyst was found to be more active for the vapor phase synthesis of annelated pyridines. Hβ was further modified with transition metals like Fe, Cu, Pb, Mo, Zn, Ni, Co, Ce, W and Sn to get higher yields.

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References

  1. Maruyama Y, Anami K, Kotoh Y (1978) Arzneim Forsch 28:2102

    CAS  Google Scholar 

  2. Maruyama Y, Anami K, Terasawa M, Goto K, Imayoshi T, Kodobe Y, Mizushima Y (1981) Arzneim Forsch 31:1111

    CAS  Google Scholar 

  3. Rival Y, Grassy G, Michel G (1992) Chem Pharm Bull 40:1170

    Article  CAS  Google Scholar 

  4. Kaminski JJ, Wallmark B, Andersson BM (1991) J Med Chem 34:533

    Article  CAS  Google Scholar 

  5. Sanfilippo PJ, Urbanski M, Press JB, Dubinsky B, Moore JB (1988) J Med Chem 31:2221

    Article  CAS  Google Scholar 

  6. Wainwright M (2001) J Antimicrob Chemother 47:1

    Article  CAS  Google Scholar 

  7. Chiron J, Galy J-P (2003) Heterocycles 60:1653

    Article  CAS  Google Scholar 

  8. McKenna MT, Proctor GR, Young LC, Harvey AL (1997) J Med Chem 40:3516

    Article  CAS  Google Scholar 

  9. Wang S-J, Huang C-C (1996) Neuroscience 70:409

    Article  CAS  Google Scholar 

  10. Pilato ML, Catalano VJ, Bell TW (2001) J Org Chem 66:1525

    Article  CAS  Google Scholar 

  11. Canas-Rodriguez A, Canas RG, Mateo-Bernardo A (1988) Chem Abstr 108:112191t

    Google Scholar 

  12. Adrien A (1951) Acridines; their preparation, physical, chemical and biological properties and uses. Interscience Publishers Ltd., London

    Google Scholar 

  13. Acheson RM, Orgel LE (1956) Acridines. Interscience Publishers Inc., New York

    Google Scholar 

  14. Curran ACW (Wyth, John and Brother Ltd.) U.S. 3,963,722 (CL. 260-283 R; C07 D 215/16), June 1976 (Chem. Abstr. 86 (1977) 5334)

  15. Thummel RP, Kohli DK (1977) J Org Chem 421:2742

    Article  Google Scholar 

  16. Tabyaoui B, Aubert T, Farniar M, Guilard R (1988) Synth Commun 18:1475

    Article  CAS  Google Scholar 

  17. Regás D, Afonso MM, Palenzuela JA (2004) Synthesis 5:757

    Google Scholar 

  18. Kamata K, Tominaga Y, Tori-i A, Thiemann T, Mataka S (1998) Heterocycles 48:1663

    Article  CAS  Google Scholar 

  19. Borowski AF, Vendier L, Sabo-Etienne S, Rozycka-Sokolowskab E, Gaudynb AV (2012) Dalton Trans 41:14117

    Article  CAS  Google Scholar 

  20. Narender N, Srinivasu P, Kulkarni SJ, Raghavan KV (2001) J Catal 202:430

    Article  CAS  Google Scholar 

  21. Narender N, Suresh Kumar Reddy K, Krishna Mohan KVV, Kulkarni SJ (2009) Catal Lett 130:367

    Article  CAS  Google Scholar 

  22. Krishna Mohan KVV, Suresh Kumar Reddy K, Narender N, Kulkarni SJ (2009) J Mol Catal A 298:99

    Article  Google Scholar 

  23. Krishna Mohan KVV, Narender N, Kulkarni SJ (2007) Microporous Mesoporous Mater 106:229

    Article  CAS  Google Scholar 

  24. Jansen JC, Creyghton EJ, Njo SL, Van Koningsveld H, Van-Bekkum H (1997) Catal Today 38:205

    Article  CAS  Google Scholar 

  25. Armor JN (1998) Microporous Mesoporous Mater 22:451

    Article  CAS  Google Scholar 

  26. Cruz-Cabeza AJ, Esquivel D, Jimenez-Sanchidrian C, Romero-Salguero FJ (2012) Materials 5:121

    Article  CAS  Google Scholar 

  27. Weitkamp J, Puppe L (eds) (1999) Catalysis and zeolites: fundamentals and applications. Springer-Verlag, Berlin, p 343

    Google Scholar 

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Acknowledgments

We thank the CSIR Network project CSC-0123 for financial support. M.A.K., M.M.R. and M.N., thank the CSIR and. P.S. and K.S. the UGC, India for a fellowship.

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Correspondence to V. V. Krishna Mohan Kandepi or Narender Nama.

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Macharla, A.K., Marri, M.R., Peraka, S. et al. Vapor Phase Synthesis of Annelated Pyridines over Metal Modified Zeolite Beta. Catal Lett 145, 1922–1930 (2015). https://doi.org/10.1007/s10562-015-1598-0

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  • DOI: https://doi.org/10.1007/s10562-015-1598-0

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