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Further investigations of the interaction of trimethylsilyl azide with substituted maleic anhydrides. Synthesis of 4??and 5??aryl substituted 1, 3??(3H) oxazine??2, 6??diones

JH MacMillan, SS Washburne

文献索引:MacMillan,J.H.; Washburne,S.S. Journal of Heterocyclic Chemistry, 1975 , vol. 12, p. 1215 - 1220

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被引用次数: 16

摘要

Abstract The reactions of phenyl-, o-chlorophenyl-, p-chlorophenyl-, 3, 4-dichlorophenyl-, p- fluoro-and p-anisylmaleic anhydrides with trimethylsilyl azide are described. In all cases mixtures of isomeric 4-and 5-aryl-2H-1, 3-(3H) oxazine-2, 6-diones are obtained after hydrolysis with the 4-isomer predominating. The yield of 5-isomer is greatest for o- chlorophenyl maleic anhydride, and substantial for other arylmaleic anhydrides, indicating ...