A Novel Cycloocta [d]??/Barreleno [d] pyridazine Rearrangement

L Baumann, A Folkerts, P Imming, T Klindert…

Index: Baumann, Luzian; Folkerts, Andree; Imming, Peter; Klindert, Thilo; Massa, Werner; et al. Liebigs Annalen, 1995 , # 4 p. 661 - 666

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Citation Number: 2

Abstract

Abstract As part of the valence tautomeric system cyclooctatetraene (2) bicyclo [4.2. 0] octa- 2, 4, 7-triene (3), the monocyclic polyene (2) reacts as a dienophile with the diazadiene 3, 6- bis (trifluoromethyl)-1, 2, 4, 5-tetrazine (1) to form after N 2-elimination two products: The 1: 1- adduct 6, a cycloocta [d] pyridazine, and the tetracyclic bis-Diels-Alder cycloadduct 9. Depending on solvent polarity and temperature, compound 6 displays interesting novel ...