Heterocyclic Rearrangement of 4,5,6,7-Tetrahydro-6,6-dimethyl-benzo[c][1,2,5]oxadiazol-4-one (Z)-Arylhydrazones into Corresponding 2-Aryl-4,5,6,7-tetrahydro-2H-benzo[d][1,2,3]triazol-4-one Oximes

The thermal base‐catalysed and photochemical transformation (Boulton‐Katritzky rearrangement) of the title tetrahydrobenzo[c][1,2,5]oxadiazoles to tetrahydro‐2H‐benzo[d][1,2,3]triazoles is studied. Attempts to induce analogous rearrangement in tetrahydro‐2H‐benzo[d][1,2,3]triazol‐4‐one arylhydrazone...

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Veröffentlicht in:Helvetica chimica acta 1985-09, Vol.68 (6), p.1748-1753
Hauptverfasser: Lefkopoulou, Susan, Stephanidou-Stephanatou, Julia, Tsoleridis, Constantine, Alexandrou, Nicholas E.
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Sprache:eng
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Zusammenfassung:The thermal base‐catalysed and photochemical transformation (Boulton‐Katritzky rearrangement) of the title tetrahydrobenzo[c][1,2,5]oxadiazoles to tetrahydro‐2H‐benzo[d][1,2,3]triazoles is studied. Attempts to induce analogous rearrangement in tetrahydro‐2H‐benzo[d][1,2,3]triazol‐4‐one arylhydrazones or oximes failed. Some CNDO/2 calculation are also carried out.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.19850680630