Über die Synthese von 1,4-Benzoxazepinen und ihre Umlagerung in Isochinoline |
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Authors: | K. Schenker |
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Affiliation: | Chemische Forschungslaboratorien des Departementes Pharmazeutika CIBA AKTIENGESELLSCHAFT, Basel, Schweiz |
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Abstract: | The syntheses of 3-phenyl-5-oxo-4, 5-dihydro-1,4-benzoxazepine ( 2 ) and -3-phenyl-5-ethoxy-1,4-benzoxazepine ( 14 ) are described. 2 rearranges under the influence of sodamide into the isoquinoline derivatives 4 , 5 and 6 respectively; 14 is converted quantitatively into 1-ethoxy-3-phenyl-4-hydroxy-isoquinoline ( 16 ) in boiling methanol, even in the absence of a strong base. Possible reaction mechanisms are discussed. |
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