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.
[Cristiano, M. Lurdes S.; Johnstone, Robert A. W.; Price, Peter J. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 12 p. 1453 - 1459]
