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[Hmim][HSO4]: An Efficient and Reusable Catalyst for the Synthesis of Spiro[dibenzo[a,i]-xanthene-14,3'-indoline]-2',8,13-triones and Spironaphthopyran[2,3-d]pyrimidine-5,3'-indolines

  • Yang, Xiaojuan (College of Chemistry and Chemical Engineering, Xinxiang University) ;
  • Yang, Limin (School of Pharmacy, Xinxiang Medical University) ;
  • Wu, Liqiang (School of Pharmacy, Xinxiang Medical University)
  • Received : 2011.10.28
  • Accepted : 2011.12.04
  • Published : 2012.02.20

Abstract

Keywords

References

  1. Sundberg, R. J. The Chemistry of Indoles; Academic Press: New York, 1996.
  2. Da-Silva, J. F. M.; Garden, S. J.; Pinto, A. C. J. Braz. Chem. Soc. 2001, 12, 273. https://doi.org/10.1590/S0103-50532001000300002
  3. Abdel-Rahman, A. H.; Keshk, E. M.; Hanna, M. A.; El-Bady, Sh. M. Bioorg. Med. Chem. 2004, 12, 2483. https://doi.org/10.1016/j.bmc.2003.10.063
  4. Kang, T.-H.; Matsumoto, K.; Tohda M.; Murakami, Y.; Takayama, H.; Kitajima, M.; Aimi, N.; Watanabe, H. Eur. J. Pharmacol. 2002, 444, 39. https://doi.org/10.1016/S0014-2999(02)01608-4
  5. Usui, T.; Kondoh, M.; Cui, C.-B.; Mayumi, T.; Osada, H. Biochem. J. 1998, 333, 543. https://doi.org/10.1042/bj3330543
  6. Rolandsgard, M.; Baldawi, S.; Sirbu, D.; Bjornstad, V.; Rømming, C.; Undheim, K. Tetrahedron 2005, 61, 4129. https://doi.org/10.1016/j.tet.2005.02.021
  7. Arya, K.; Dandia, A. J. Fluorine Chem. 2007, 128, 224. https://doi.org/10.1016/j.jfluchem.2006.12.003
  8. Marti, C.; Carreira, E. M. M. Eur. J. Org. Chem. 2003, 2209.
  9. Quiroga, J.; Cruz, S.; Insuasty, B.; Abonía, R.; Nogueras, M.; Cobo, J. Tetrahedron Lett. 2006, 47, 27. https://doi.org/10.1016/j.tetlet.2005.10.120
  10. Rad-Moghadam, K.; Youseftabar-Miri, L. Synlett 2010, 1969.
  11. Pratt, Y. T.; Drake, N. L. J. Am. Chem. Soc. 1960, 82, 1155. https://doi.org/10.1021/ja01490a035
  12. Skibo, E. B.; Islam, I.; Hileman, M. J.; Schulz, W. G. J. Med. Chem. 1994, 37, 78. https://doi.org/10.1021/jm00027a010
  13. Ryu, C, K.; Choi, K. U.; Shim, J. Y.; You, H. J.; Choi, I. H.; Chae, M. J. Bioorg. Med. Chem. 2003, 11, 4003. https://doi.org/10.1016/S0968-0896(03)00390-0
  14. Pommier, Y.; Capranoco, G.; Orr, A.; Kohn, K. W. Nucleic Acid Res. 1991, 19, 5973. https://doi.org/10.1093/nar/19.21.5973
  15. Spyroudis, S. Molecules 2000, 5, 1291. https://doi.org/10.3390/51201291
  16. Zare, A.; Parhami, A.; Moosavi-Zare, A. R.; Hasaninejad, A.; Khalafi-Nezhad, A.; Beyzavi, M. H. Can. J. Chem. 2009, 87, 416. https://doi.org/10.1139/V08-172
  17. Wasserscheid, P.; Welton, T. Ionic Liquids in Synthesis; Wiley-VCH: Weinheim, Germany, 2003.
  18. Li, X.; Eli, W.; Li, G. Catal. Commun. 2008, 9, 2264. https://doi.org/10.1016/j.catcom.2008.05.015
  19. Peng, Y.; Song, G. Tetrahedron Lett. 2004, 45, 5313. https://doi.org/10.1016/j.tetlet.2004.04.195
  20. Wu, L. Q.; Wu, Y. F.; Yan, F. L.; Fang, L. Z. Monatsh Chem. 2010, 141, 871. https://doi.org/10.1007/s00706-010-0333-1
  21. Wu, L. Q.; Ma, S. Y.; Yan, F. L.; Yang, C. G. Monatsh Chem. 2010, 141, 565. https://doi.org/10.1007/s00706-010-0282-8
  22. Ghahremanzadeh, R.; Amanpour, T.; Sayyafi, M.; Bazgir, A. J. Heterocycl. Chem. 2010, 47, 421.

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