Highly Efficient Synthesis of 5‐Substituted 1H‐Tetrazoles Catalyzed by Cu–Zn Alloy Nanopowder, Conversion into 1,5‐ and 2,5‐Disubstituted Tetrazoles, and Synthesis and NMR Studies of New Tetrazolium Ionic Liquids

Iron-catalyzed oxidative dehydrogenative coupling of ethers with aryl tetrazoles

“…It was also worth noting that coupling site took place mainly at the N2-position, with only trace amount of N1-alkylated isomers. 6 Various alkyl ethers were then evaluated and the results are summarized in Table 3. Tetrahydropyran also gave the desired product 3k in 59% yield.…”

“…Generally, they were prepared via nucleophilic substitution reaction between a tetrazole and an alkyl halide. 6 The major drawbacks associated with this procedure were the utilization of alkyl halides, extra bases, and the formation of isomeric dialkylated mixtures. Just recently, our group report a metal-free alkylation of aryl tetrazoles with benzylic C−H substrates by using n-Bu 4 NI as catalyst and t-BuOOH as oxidant.…”

Sonochemical synthesis of 5-substituted 1H-tetrazoles catalyzed by ZrP2O7 nanoparticles and regioselective conversion into new 2,5-disubstituted tetrazoles

“…It has been shown previously that the reaction of tetrazolate salts with alkylhalides gave the corresponding 1,5-disubstituted and 2,5-disubstituted derivatives as mixtures [45]. Herein we report the treatment of tetrazolate salts prepared in situ, as shown in Scheme 1, with benzyl bromide under heating and sonication conditions to obtain the corresponding 1,5-disubstituted (isomers 6) and 2,5-disubstituted (isomers 5) derivatives as mixtures in which 5 isomers were the major products ( Table 3).…”

Ni–S-methylisothiourea complexes supported on boehmite nanoparticles and their application in the synthesis of 5-substituted tetrazoles

“…Tetrazoles are an interesting class of nitrogen-rich heterocycles, also have wide range of applications as drugs in pharmaceuticals, in coordination chemistry as a ligand, in synthetic organic chemistry, in catalysis technology, in medicinal chemistry as stable surrogates for carboxylic acids, in the photographic industry, in organometallic chemistry as effective stabilizers of metallopeptide structures and in various materials science applications [1][2][3][4][5][6]. Recently tetrazole moieties were widely used for binding aryl thiotetrazolylacetanilides with HIV-1 reverse transcriptase [7].…”