Issue 0, 1982

Thermal reaction of N-(1-azido-2-oxoalkylidene)-N′-(o-alkenyloxyphenyl)hydrazines; intramolecular 1,4-cycloaddition of 1,2,4-triaza-1,3-diene intermediates

Abstract

Functionalised C-azido-hydrazones (1) were prepared by treating the corresponding chloro-hydrazones (2) with sodium azide under phase-transfer conditions. Treatment of the hydrazones (1) with boiling benzene afforded 3,4,4a,5-tetrahydro[1,2,4]triazino[6,1-c][1,4]benzoxazines (3). Mechanisms are discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 755-758

Thermal reaction of N-(1-azido-2-oxoalkylidene)-N′-(o-alkenyloxyphenyl)hydrazines; intramolecular 1,4-cycloaddition of 1,2,4-triaza-1,3-diene intermediates

L. Bruché, L. Garanti and G. Zecchi, J. Chem. Soc., Perkin Trans. 1, 1982, 755 DOI: 10.1039/P19820000755

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