Synthese und Reaktivität von 2- und 3-hydroxylierten Dihydro-1,4-Benzoxazinen |
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Authors: | Herbert Bartsch Wolfgang Kropp Matthias Pailer |
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Institution: | (1) Institut für Pharmazeutische Chemie, Universität Wien, A-1090 Wien, Österreich |
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Abstract: | 2 can be pyrrolized to yield3 a, which in turn may be hydrolyzed with HCl to3 b. Acetylation of3 a followed by a reaction with trifluoroacetic acid (TFA) gives3 e. Elimination of ethanol from3 a or of water from3 e is not possible. Treatment of1 a with pyridine/acetic anhydride andTFA or with acetic acid/acetic anhydride affords4 a and4 b, resp. Reaction of4 b in benzene/p-toluenesulfonic acid for 2 hours yields both ethers5I and5II, whereas after 6 hours 4-acetyl-4H-1,4-benzoxazine (6) is obtained. The structures of all products are established by chemical and spectroscopic methods.Teile aus der DissertationW. Kropp, Universität Wien, 1977. |
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Keywords: | 4-Acetyl-4H-1 4-benzoxazine 2-Hydroxydihydro-1 4-benzoxazines reactivity of 3-Hydroxydihydro-1 4-benzoxazines reactivity of |
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