Cycloaddition reactions of 1,2-diazepines with nitrile oxides. synthesis of 1,2,9-triaza-8-oxabicyclo-[5.3.0]-3,5,9-decatriene derivatives |
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| Authors: | Jacques Streith Gérard Wolff Hans Fritz |
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| Institution: | Université du Haut-Rhin, Ecole Supérieure de Chimie, 68093 Mulhouse-Cédex, France;Research Laboratories, CIBA-GEIGY, CH-4002 Basel, Switzerland |
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| Abstract: | A new heterocyclic system, 1,2,9-triaza-8-oxabicyclo-5.3.0]-3,5,9-decatriene 4, has been synthesized by regiospecific 1,3-dipolar cycloaddition of nitrile oxides to the imine double bond of 1,2-diazepines. Bis-adduct 5a is obtained in only trace amounts showing that the imine double bond is more reactive than the Δ4-olefinic bond. |
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