Zur Chemie der vicinalen Triketone,XII Versuche zur Darstellung vonSchiffschen Basen aus cyclischen,vicinalen Triketonen |
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Authors: | Friedrich Günzl Helga Wittmann |
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Institution: | (1) Institut für Organische Chemie, Karl-Franzens-Universität Graz, A-8010 Graz, Österreich |
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Abstract: | The quinolinetrionesTMCH, PCH, MCH and phenalene trione (PT) do not react with aryl isocyanates toSchiff bases5a, but react by ring contraction to yield the spiro-imidazolidines2 a-d,3 a-e,4 a-b and5 a-cbd. However, reaction of ninhydrine with aryl isocyanates gives the 1:2 adductes1 a-e. Benzal aniline reacts withTMCH, PCH. andPT to yield known phenoxazine derivatives2c,11. In contrast,PCH orMCH react with benzylidene benzalaniline to yield theSchiff bases7 a-b. which can be transformed into the bisamine 8. comparable to the ninhydrine reaction.Herrn emer. o. Univ. Prof. Dr.Erich Ziegler, Graz, mit besten Wünschen zur Vollendung des 70. Lebensjahres gewidmet. |
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Keywords: | Ninhydrine reaction Schiff bases Triketones reactivity |
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