Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of a New Diels-Alder Quinone Adduct and Its Use in Preparing Thiazolo- and Oxazoloquinolines

  • Hammam, A.S. (Chemistry Department, Faculty of Science, Assiut University) ;
  • Youssef, M.S.K. (Chemistry Department, Faculty of Science, Assiut University) ;
  • Radwan, Sh.M. (Chemistry Department, Faculty of Science, Assiut University) ;
  • Abdel-Rahman, M.A. (Chemistry Department, Faculty of Science, Assiut University)
  • Published : 2004.06.20
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Abstract

Syn (or anti) cinnamaldehydeoxime (1a, b) undergoes Diels-Alder addition to tetrabromo-p-benzoquinone (2)in dry xylene in 1 : 1 and 2 : 1 molar ratios to give the mono- and diadducts 3 and 4a, b respectively. The reaction of 3 with thioamides in ethanol gave thiazoloquinoline diones 6a-d, whereas with acid amides in ethylene glycol, it gave oxazoloquinolinediones 12a-f.

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References

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