Synthesis and properties of 2-alkyl-5-ethynyltetrazoles

2-Alkyl-5-ethynyltetrazoles were synthesized. It is shown that ethynyltetrazoles have a triple bond with increased electrophilicity. They readily add aliphatic alcohols and amines and undergo aminomethylation, the Iotsich reaction, oxidative dimerization, and the cycloaddition of azides. 1-Phenyl-3-tetrazolyl-2-propyne, which has the properties of α-acetylenic ketones, was obtained by selective oxidation of tetrazolylethynylcarbinol. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 842–847, June, 1980.