DOI QR코드

DOI QR Code

A New and Versatile Synthesis of Thioflavanones from 2-Fluorobenzoic Acids

2-플루오로벤조산으로부터 싸이오플라바논의 새롭고 다양한 합성

  • Received : 2014.04.08
  • Accepted : 2014.05.20
  • Published : 2014.08.20

Abstract

Keywords

Thioflavanones;Condensation;1,4-Addition;Cyclization

References

  1. (b) Bates, D. K.; Li, K. J. Org. Chem. 2002, 67, 8662. https://doi.org/10.1021/jo0259921
  2. (c) Cullen, A. Aluminium Triflate- Mediated Organic Synthesis, Ph. D. Thesis, University of Johannesburg, 2011; p 168.
  3. Clayton, S. E.; Gabbutt, C. D.; Hepworth, J. D.; Heron, B. M. Tetrahedron 1993, 49, 939. https://doi.org/10.1016/S0040-4020(01)80335-5
  4. Konieczny, M. T.; Horowska, B.; Kunikowski, A.; Konopa, J.; Wierzba, K.; Yamada, Y.; Asao, T. J. Org. Chem. 1999, 64, 359. https://doi.org/10.1021/jo980586w
  5. Sakirolla, R.; Yaeghoobi, M.; Rahman, N. A. Monatsh Chem. 2012, 143, 797. https://doi.org/10.1007/s00706-011-0663-7
  6. (a) Konieczny, M. T.; Konieczny, W.; Sabisz, M.; Skladanowski, A.; Wakiec, R.; Augustynowicz-Kopec, E.; Zwolska, Z. Euro. J. Med. Chem. 2007, 42, 729. https://doi.org/10.1016/j.ejmech.2006.12.014
  7. (b) Konieczny, M. T.; Konieczny, W.; Wolniewicz, S.; Wierzba, K.; Suda, Y.; Sowinski, P. Tetrahedron 2005, 61, 8648. https://doi.org/10.1016/j.tet.2005.06.107
  8. (c) Konieczny, W.; Konieczny, M. Synthesis 2009, 1811.
  9. Kobayashi, K.; Kobayashi, A.; Tanmatsu, M. Heterocycles 2012, 85, 919. https://doi.org/10.3987/COM-12-12435
  10. (a) Lee, J. I. Bull. Korean Chem. Soc. 2008, 29, 1263. https://doi.org/10.5012/bkcs.2008.29.6.1263
  11. (b) Lee, J. I. Bull. Korean Chem. Soc. 2013, 34, 1253. https://doi.org/10.5012/bkcs.2013.34.4.1253
  12. Spivey, A. C.; Martin, L. J.; Noban, C.; Jones, T. C.; Ellames, G. J.; Kohler, A. D. J. Label. Compd. Radiopharm. 2007, 50, 281. https://doi.org/10.1002/jlcr.1302
  13. Corey, E. J.; Shimoji, K. J. Am. Chem. Soc. 1983, 105, 1662. https://doi.org/10.1021/ja00344a047
  14. Oh, K.; Kim, H.; Cardelli, F.; Bwititi, T.; Martynow, A. M. J. Org. Chem. 2008, 73, 2432. https://doi.org/10.1021/jo702457t
  15. Schneller, S. W. Adv. Heterocycl. Chem. 1975, 18, 59. https://doi.org/10.1016/S0065-2725(08)60128-2
  16. Choi, E. J.; Lee, J. I.; Kim, G. H. Int. J. Mol. Med. 2012, 29, 252.
  17. Engi, H.; Gyemant, N.; Lorand, T.; Levai, A.; Ocsovszki, I.; Molnar, J. In Vivo 2006, 20, 119.
  18. Zhang, X.; Ma, Z.; Yang, G.; Zheng, Y. Modern Appl. Sci. 2011, 5, 217.
  19. Patonay, T.; Adam, W.; Levai, A.; Kover, P.; Nemeth, M.; Peters, E.-M.; Peters, K. J. Org. Chem. 2001, 66, 2275. https://doi.org/10.1021/jo001469f
  20. (a) Ponticello, G. S.; Freedman, M. B.; Habecker, C. N.; Holloway, M. K.; Amato, J. S.; Conn, R. S.; Baldwin, J. J. J. Org. Chem. 1988, 53, 9. https://doi.org/10.1021/jo00236a003

Acknowledgement

Supported by : 덕성여자대학교