DABCO entrapped in agar-agar : A heterogeneous gelly catalyst for multi-component synthesis of 2-Amino-4H-Chromenes

Authors

  • R. S. Gaikwad   Department of Chemistry, Vidnyan Mahavidyalaya Sangola, Maharashtra, India

Keywords:

Multi-component reactions, Gel Entrapped Base Catalysts, Recyclability.

Abstract

An efficient method for the multi-component synthesis of 2-amino-4H-chromenesby reaction of malanonitrile with various aldehydes and phenols in the presence of gel entrapped DABCO as catalyst is reported.

References

  1. J. Zhu, H. Bienaymé (Eds.), Multicomponent Reactions, 1st ed, Wiley-VCH, Weinheim, (2005).
  2. (a) W. P. Smith; Sollis, L. S. Sollis; D. P. Howes; C. P. Cherry; D. I. Starkey; N. K. Cobley, J. Med. Chem., 41, (1998), 787-797, (b) A. G. Martinez,; L. Marco, J. Bioorg. Med. Chem. Lett. 7, (1997), 3165-3170.
  3. M. M. Khafagy; A. H. F. A. El-Wahas; F. A. Eid; A. M. El-Agrody, II Fármaco, 57, 9, (2002), 715-722.
  4. C. P. Dell; C.W. Smith, European Patent Appl. EP 537949; Chem. Abstr. 119(1993), 139102d.
  5. K. Hiramoto; A. Nasuhara; K. Michiloshi; T. Kato; K. Kikugawa, Mutat. Res.,47, (1997),395.
  6. S. J. Mohr.; M. A.Chirigos.; F. S. Fuhrman.; J. W. Pryor, Cancer Res. 35, (1975),3750–3754.
  7. G. Bianchi.; A.Tava,. Agric. Biol. Chem. 51, (1987), 2001–2002.
  8. (a) D. R. Anderson.; S. Hegde.; E. Reinhard; L. Gomez; W. F. Vernier; L. Lee; S. Liu; A. Sambandam; P. A. Snider; L. Masih, Bioorg. Med. Chem. Lett. 15, (2005),1587–1590; (b) J. Skommer; D. Wlodkowic; M. Matto; M. Eray; J. Pelkonen, Leukemia Res.30,(2006),322– 331.
  9. (a) H. M. Al-Matar; K. D. Khalil; H. Meter; H. Kolshorn; M. H. Elnagdi, Arkivok, 16, (2008), 288-301. (b) S. M. Al-Mousaw,i; Y. M. Elkholy; A. M. Mohammad; M. H. Elnagd, Org. Prep. and Proced. Int. 31. 3, (1999),305-313. (c). A. G. A. Elagameyu; S. Z. Sawllima; F. M. A. El-Taweela; M. H. Elnagdlh, Collection Czechoslovak Chem. Comm., 53, 7,(1988), 1534-1538.
  10. (a) R. Poddar; M. Kidwai, Cat. Lett. 124 (2008), 311-317. (b) M. Kidwai; S. Saxena; R. K. M. Khalilur; S. S. Thukral, Bioorganic & Medicinal Chemistry Letter 15, (2005), 4295–429.
  11. A. M. Shestopalov; Yu. M. Emelianova; V. N. Nesterovb, Russ. Chem. Bulletin, 51, 12 (2002), 2238-2243.
  12. K. Gong; H. L. Wang; J. Luo; Z. L. Liu, J. Heterocyclic Chem., 46 (2009), 1145-1150.
  13. J. Tong-Shou; J. C. Xiao; S. J. Wang; T. S. Li, Ultrasonics Sonochemistry, 11,(2004),393–397.
  14. (a) R. Ballini, G. Bosica, M. L. Conforti, R. Maggi, A. Mazzacanni,P. Righi and G. Sartori, Tetrahedron, 57 (2001), 1395; (b) T. S. Jin,J. C. Xiao, S. J. Wang, T. S. Li and X. R. Song, Synlett, 2003, 2001; (c) T. S. Jin, J. C. Xiao, S. J. Wang and T. S. Li, Ultrason Sonochem., 11, (2004), 393; (d) T. S. Jin, J. S. Zhang, L. B. Liu, A. Q. Wang and T. S. Li, Synth. Commun., 36, (2006), 2009; (e) D. Q. Shi, S. Zhang, Q. Y. Zhuang and X. S. Wang, Chin. J. Org. Chem., 23, (2003), 1419.
  15. A.-Q. Zhang, M. Zhang, H.-H. Chen, J. Chen and H.-Y. Chen, Synth.Commun., 37, (2007), 231.
  16. Y. Ren and C. Cai, Catal. Commun.9, (2008), 1017.
  17. B. S. Kumar, N. Srinivasulu, R. H. Udupi, B. Rajitha, Y. T. Reddy,P. N. Reddy and P. S. Kumar, J. Heterocycl. Chem. 43, (2006), 1691.
  18. G. Shanthi and P. T. Perumal, Tetrahedron Lett., 48, (2007), 6785.
  19. M. M. Heravi, K. Bakhtiari, V. Zadsirjan, F. F. Bamoharram andO. M. Heravi, Bioorg. Med. Chem. Lett., 17, (2007), 4262.
  20. S. Natekar, S. D. Samant, Ind. J. Chem 35B, (1996), 1347.
  21. S. S. Chaphekar, S. D. Samant, J. Chem. Technol. Biotechnol 79, (2004), 769.
  22. B. P. Bandgar, L. S. Uppalla, Synth. Commun. 30 (2000), 2071.
  23. a) G. Rashinkar, R. Salunkhe, J. Mol. Catal. A: Chem. 316, (2010), 146; b) G. Rashinkar, S. Kamble, A. Kumbhar, R. Salunkhe, Transition Met. Chem. 35, (2010), 185; c) S. Pore, G. Rashinkar, K. Mote, R. Salunkhe, Chem. Biodiv. 7, (2010),1796.
  24. Makarem, S.; Mohammadi, A. A.; Fakhari, A. R. Tetrahedron Letters, 49(2008),7194–719.
  25. Majid M. Heravi, Bita Baghernejad and Hossein A. Oskooie , Journal of the Chinese Chemical Society, 55, (2008), 659-662

International Journal of Scientific Research in Science and Technology

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Published

2018-04-30

Issue

Volume 4, Issue 5, March-April-2018

Section

Research Articles

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How to Cite

[1]
R. S. Gaikwad "DABCO entrapped in agar-agar : A heterogeneous gelly catalyst for multi-component synthesis of 2-Amino-4H-Chromenes" International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011,Volume 4, Issue 5, pp.2019-2025, March-April-2018.