Formation of 2-(2-Cyclohexenyl)-5-R-tetrazoles in Acid-Catalyzed Alkylation of 5-Substituted Tetrazoles with 1,3-Cyclohexadiene

摘要

Various methods for introduction of substituent to nitrogen atoms of a tetrazole ring are known.Among these,a specific place is occupied by procedures based on alkylation of tetrazoles with alcohols and olefms in mineral acids (see [1,2] and references therein).Such reactions possess a wide synthetic potential,and they underlie selective methods of synthesis of 1,3- and 1,4-substituted tetrazolium salts [1],as well as of 2-mono- and 2,5-disubstituted tetrazoles [2-4].It is also important that this approach can also be extended to other heterocycles [2].The desired selectivity in the alkylation is achieved by variation of the acidity of the medium.Here,the nature of the alkylating agent is also essential.