<p>An efficient approach to the synthesis of (<i>Z</i>)-4-arylidene-2-aryloxazol-5(4<i>H</i>)-ones from <i>N</i>-acylglycines and aromatic aldehydes in propionic anhydride was developed. The use of propionic anhydride reduces the reaction time of the Erlenmeyer-Plöchl reaction to 5–45 min and enables easy isolation of individual <i>Z</i>-isomers of azalactones with yields of 53–73%. The cytotoxicity and activity of substituted azalactones against Vaccinia virus (the Copenhagen strain) were studied.</p>

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Synthesis of (Z)-4-arylidene-2-aryloxazol-5(4H)-ones and their activity against Vaccinia virus

  • V. Yu. Shuvalov,
  • A. E. Churilova,
  • A. S. Sivolobova,
  • A. A. Kargapolov,
  • L. N. Shishkina,
  • N. I. Bormotov,
  • O. A. Serova,
  • A. L. Shatsauskas,
  • A. S. Kostyuchenko,
  • A. S. Fisyuk

摘要

An efficient approach to the synthesis of (Z)-4-arylidene-2-aryloxazol-5(4H)-ones from N-acylglycines and aromatic aldehydes in propionic anhydride was developed. The use of propionic anhydride reduces the reaction time of the Erlenmeyer-Plöchl reaction to 5–45 min and enables easy isolation of individual Z-isomers of azalactones with yields of 53–73%. The cytotoxicity and activity of substituted azalactones against Vaccinia virus (the Copenhagen strain) were studied.