Journal of Chemical Research, Synopses

Intramolecularity of the thermal rearrangement of allyloxytetrazoles to N-allyltetrazolones†

RAW Johnstone

Index: Cristiano, M. Lurdes S.; Johnstone, Robert A. W. Journal of Chemical Research, Synopses, 1997 , # 3 p. 164 - 165

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Citation Number: 12

Abstract

The intramolecularity of the thermal rearrangement of 1-aryl-5-allyloxy-1H-tetrazoles 1 to 1- aryl-4-allyl-1, 4-dihydrotetrazol-5-ones 2 has been investigated through cross-over studies: the results support the hypothesis for a concerted sigmatropic rearrangement occurring through a highly polar transition state, in which a partially positively charged allyl group migrates from oxygen to nitrogen, without leaving the solvent cage.

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