Abstract
Intramolecular diene cycloaddition of 5-acyl-1,2,4-triazineoxime ethers involving a dienophile substituent in the 3-position of the triazine ring is studied. New alkylhetarylketones are synthesized by hydrolysis of the condensed N- and O-containing heterocyclic products. The starting materials are prepared by oxidation of 5-acetyl- and 5-butyryl-3-methylthio-1,2,4-triazineoxime ethers with KMnO4 to the sulfonyl derviatives with subsequent replacement of the CH3SO2 group by sodium 3-butyn-1-oxide, 4-pentyn-1-oxide and o-cyanophenoxide.
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For Communication 7, see [1].
Institute of Chemistry, Agricultural and Teachers University, Siedlce, 08–110, Poland.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 381–389, March, 1999.
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Lipińska, T., Branowska, D. & Rykowski, A. 1,2,4-triazines in organic synthesis. 8. Intramolecular diels-alder reaction of 5-acyl-1,2,4-triazineoxime ethers. New route of synthesis of alkylhetarylketones. Chem Heterocycl Compd 35, 334–342 (1999). https://doi.org/10.1007/BF02259365
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DOI: https://doi.org/10.1007/BF02259365