The reaction of nitrile imines greated in situ from the arylhydrazones in the presence of chloramine-T with isoxazolyl maleimides 2 results isoxazolyl pyrrolo [3,4-i/]-7.8-dihydro pyrazoles 3. The dienophile 2, anthracene and anhydrous aluminium chloride in dichloromethane at room temperature yielded, Diels-Alder adducts i.e., 9-10-dihydro-anthranene-9,1O-e/fc/o-ZV-isoxazolyl maliemides 4. All the new products have been characterized by elemental analyses, IR, 'H NMR and mass spectra data.
The interaction of 4-cinnamylideneamino-3-methyl-5-styrylisoxazoles (1) with dimethyl acetylenedicarboxylate has given an isoxazolyldihydropyridine (2) as major and an isoxazolylaminofumarate (3) as minor products respectively. 3-Cinnamylideneamino-5-methylisoxazoles (4) behave similarly. Isoxazolylaminofumarates (3 and 6) have been identified by unambiguous synthesis.
Die Tetrahydrobenzisoxazole (V) werden auf dem beschriebenen Weg dargestellt (keine Ausb.‐Angaben) und ihre Strukturen eindeutig durch das im Titel genannte Verfahren bestätigt.
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