Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of 10-Arylanthracenes from 2-Fluorobenzophenones and Arylacetonitriles via a One-Pot SNAr and Anionic Cyclization Cascade

  • Kim, Sung-Hwan (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Se-Hee (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Ko-Hoon (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • Published : 2010.03.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Kim, S. H.; Lee, H. S.; Kim, K. H.; Kim, J. N. Tetrahedron Lett. 2009, 50, 6476-6479. https://doi.org/10.1016/j.tetlet.2009.09.013
  2. Kim, S. H.; Lee, H. S.; Kim, K. H.;Kim, J. N. Tetrahedron Lett. 2009, 50, 1696-1698. https://doi.org/10.1016/j.tetlet.2009.01.149
  3. Kim, S. H.;Kim, S. H.; Lee, K. Y.; Kim, J. N. Tetrahedron Lett. 2009, 50,5744-5747. https://doi.org/10.1016/j.tetlet.2009.07.140
  4. Lin, J.-H.; Elangovan, A.; Ho, T.-I. J. Org. Chem. 2005, 70,7397-7407 https://doi.org/10.1021/jo051183g
  5. Samori, S.;Tojo, S.; Fujitsuka, M.; Liang, H.-J.; Ho, T.-I.; Yang, J.-S.;Majima, T. J. Org. Chem. 2006, 71, 8732-8739. https://doi.org/10.1021/jo060929n
  6. Elangovan,A.; Kao, K.-M.; Yang, S.-W.; Chen, Y.-L.; Ho, T.-I.; Su, Y. O. J. Org. Chem. 2005, 70, 4460-4469. https://doi.org/10.1021/jo0477953
  7. Arseniyadis, S.; Kyler, K. S.; Watt, D. S. In Addition and Substitution Reactions of Nitrile-Stabilized Carbanions: Organic Reactions; Wiley: Vol. 31.
  8. Basavaiah, D.; Reddy, R. J. Org. Biomol. Chem. 2008, 6, 1034-1039. https://doi.org/10.1039/b717843c
  9. Hirota, K.; Sajiki, H.; Maki,Y.; Inoue, H.; Ueda, T. J. Chem. Soc., Chem. Commun. 1989, 1659-1660.
  10. Wang, A.; Zhang, H.; Tandel, S.; Black, A.; Nabity, T. S.,Jr.; Biehl, E. R. ARKIVOC 2001, (i), 154-171.
  11. Varazo, K.; Xie, F.; Gulledge, D.; Wang, Q. Tetrahedron Lett.2008, 49, 5293-5296 https://doi.org/10.1016/j.tetlet.2008.06.092
  12. Kodomari, M.; Nagamatsu, M.; Akaike, M.; Aoyama, T. Tetrahedron Lett. 2008, 49, 2537-2540. https://doi.org/10.1016/j.tetlet.2008.02.117
  13. Asao, N.; Sato, K. Org. Lett.2006, 8, 5361-5363. https://doi.org/10.1021/ol062268m
  14. Sato, K.; Menggenbateer; Kubota, T.;Asao, N. Tetrahedron 2008, 64, 787-796. https://doi.org/10.1016/j.tet.2007.10.083
  15. Bowles, D. M.; Palmer,G. J.; Landis, C. A.; Scott, J. L.; Anthony, J. E. Tetrahedron2001, 57, 3753-3760. https://doi.org/10.1016/S0040-4020(01)00247-2
  16. Donyagina, V. F.; Kovshev, E. I.; Lukyanets,E. A. Russ. J. Gen. Chem. 2006, 76, 654-658. https://doi.org/10.1134/S107036320604027X
  17. Gao, C.;Cao, D.; Xu, S.; Meier, H. J. Org. Chem. 2006, 71, 3071-3076. https://doi.org/10.1021/jo0526791
  18. Anthony, J. E. Chem. Rev. 2006, 106, 5028-5048 https://doi.org/10.1021/cr050966z
  19. Zehm, D.; Fudickar, W.; Linker,T. Angew. Chem. Int. Ed. 2007, 46, 7689-7692.
  20. Ostaszewski,R. Tetrahedron 1998, 54, 6897-6902. https://doi.org/10.1016/S0040-4020(98)00370-6
  21. Becker, H.-C.; Norden, B.J. Am. Chem. Soc. 2000, 122, 8344-8349. https://doi.org/10.1021/ja000464x
  22. Magri, D. C.; Brown,G. J.; McClean, G. D.; de Silva, A. P. J. Am. Chem. Soc. 2006, 128,4950-4951. https://doi.org/10.1021/ja058295+
  23. Kim, Y.-H.; Lee, S. J.; Jung, S.-Y.; Byeon, K.-N.;Kim, J.-S.; Shin, S. C.; Kwon, S.-K. Bull. Korean Chem. Soc. 2007,28, 443-446. https://doi.org/10.5012/bkcs.2007.28.3.443
  24. Choi, J. H.; Cho, D. W.; Jin, S.-H.; Yoon, U. C.Bull. Korean Chem. Soc. 2007, 28, 1175-1182. https://doi.org/10.5012/bkcs.2007.28.7.1175
  25. Bobin, M.; Kwast, A.; Wrobel, Z. Tetrahedron2007, 63, 11048-11054. https://doi.org/10.1016/j.tet.2007.08.042
  26. Wrobel, Z. Synlett 2004, 1929-1932.

Cited by

  1. ChemInform Abstract: Synthesis of 10-Arylanthracenes from 2-Fluorobenzophenones and Arylacetonitriles via a One-Pot SNAr and Anionic Cyclization Cascade. vol.41, pp.31, 2010, https://doi.org/10.1002/chin.201031103