• Title/Summary/Keyword: Oxazoloquinolines

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Synthesis of a New Diels-Alder Quinone Adduct and Its Use in Preparing Thiazolo- and Oxazoloquinolines

  • Hammam, A.S.;Youssef, M.S.K.;Radwan, Sh.M.;Abdel-Rahman, M.A.
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.779-785
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    • 2004
  • 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.