Additions of 5-phenyltetrazole and other heterocyclic NH compounds to olefins

Article abstract of DOI:10.1007/bf01169962

The reactivity of a range of heterocyclic NH compounds toward cyclohexene under p-toluenesulfonic acid catalysis was surveyed. 1,2,4-Triazole (38%), carbazole (67%) and 5-phenyltetrazole (83%) gave significant amounts of addition products. 5-Phenyltetrazole reacts with a wide range of unactivated olefins, to give addition products in 65% to 90% yield. This method represents a general, preparatively useful route to 2-alkyl-5-phenyltetrazoles. 1997 Plenum Publishing Corporation.