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Issue 3, 1997
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A kinetic investigation of the thermal rearrangement of allyloxytetrazoles to N-allyltetrazolones

Abstract

The mechanism of the thermal rearrangement of 1-aryl-5-allyloxytetrazoles 1 to give 1-aryl-4-allyltetrazolones 2 in very high yield has been investigated through kinetic studies in one polar and one less polar solvent. The results suggest mainly a concerted [3,3] sigmatropic process, in which a partially positively charged allyl group migrates from oxygen to nitrogen, similar to the polar transition state found in the Claisen rearrangement.

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Article information


J. Chem. Soc., Perkin Trans. 2, 1997, 489-494
Article type
Paper

A kinetic investigation of the thermal rearrangement of allyloxytetrazoles to N-allyltetrazolones

M. Lurdes, S. Cristiano and R. A. W. Johnstone, J. Chem. Soc., Perkin Trans. 2, 1997, 489
DOI: 10.1039/A606376D

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