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Ruthenium Complex Catalyzed Synthesis of 2-Substituted Benzoxazoles from o-Aminophenol and Alcohol with Spontaneous Hydrogen Evolution

  • Keun-Tae Huh (Department of Materials Science and Enginering, Kyungsung University) ;
  • Sang Chul Shim (Department of Industrial Chemistry, Kyungpook National University)
  • Published : 1993.08.20

Abstract

o-Aminophenols react with alcohols in the presense of a catalytic amount of ruthenium catalyst at 180$^{\circ}C$ to give 2-substituted benzoxazole in good yield. The yields of 2-substituted benzoxazoles were affected by the yield of N-alkylation compound from o-aminophenol and alcohol as starting materials. During the reaction, a stoichiometric amount of hydrogen was spontaneously evolved into the gas phase.

Keywords

References

  1. Chem. Rev. v.75 I. J. Turchi;M. J. S. Dewar
  2. J. Amer. Chem. Soc. v.95 K. H. Grellmann;E. Tauer
  3. Tetrahedron Letters Z. T. Fomum;P. D. Landor;S. R. Landor;G. P. Mpango
  4. Chem. Lett. K.-T. Huh;Y. Tsuji;M. Kobayashi;F. Okuda;Y. Watanabe
  5. Bull. Korean Chem. Soc. v.11 K.-T. Huh;S. C. Shim;C. H. Doh
  6. J. Org. Chem. v.49 Y. Watanabe;Y. Tsuji;H. Ige;Y. Ohsugi;T. Ohta
  7. J. Org. Chem. v.50 K.-T. Huh;Y. Tsuji;Y. Ohsugi;Y. Watanabe
  8. J. Org. Chem. v.52 K.-T. Huh;Y. Tsuji;Y. Watanabe
  9. J. Org. Chem. v.55 K.-T. Huh;Y. Tsuji;S. Kotachi;Y. Watanabe
  10. Nature v.188 T. Dunn;S. Buffagni
  11. Inorg. Chem. v.1 C. L. Rollinson;R. C. White
  12. Inorg. Chem. v.2 W. E. Bell;S. K. Madan;J. E. Wills
  13. Anal. Chem. v.32 C. A. Streuli
  14. The Chemistry of Phosphorus J. Emsley(ed.);D. Hall(ed.)
  15. J. Organometall. Chem. v.210 G. Speier;L. Marko
  16. J. Mol. Cat. v.5 S. Komiya;A. Yamamoto
  17. Inorg. Synth. v.12 P. S. Hallman;T. A. Stephenson;G. Wilkinson
  18. Inorg. Synth. v.10 J. A. Osborn;G. Wilkinson
  19. Inorg. Synth. v.15 N. Ahmad;J. J. Levison;S. D. Robinson;M. F. Uttley
  20. Inorg. Synth. v.13 D. R. Coulson
  21. J. Chem. Soc. J. Chatt;F. G. Mann

Cited by

  1. ChemInform Abstract: Ruthenium Complex Catalyzed Synthesis of 2-Substituted Benzoxazoles from o-Aminophenol and Alcohol with Spontaneous Hydrogen Evolution. vol.25, pp.12, 1993, https://doi.org/10.1002/chin.199412190
  2. Unexpectedly Simple Synthesis of Benzazoles by tBuONa‐Catalyzed Direct Aerobic Oxidative Cyclocondensation of o‐Thio/Hydroxy/Aminoanilines with Alcohols under Air vol.21, pp.28, 1993, https://doi.org/10.1002/chem.201501184
  3. Simple Synthesis of Benzazoles by Substrate-Promoted CuI-Catalyzed Aerobic Oxidative Cyclocondensation of o-Thio/Amino/Hydroxyanilines and Amines under Air vol.146, pp.10, 1993, https://doi.org/10.1007/s10562-016-1818-2