L. V. Myznikov

Tetrazoles with oxygen-, sulfur-, and selenium-containing substituents

The data on the synthesis, properties, reactions, and practical application of tetrazoles with oxygen-, sulfur-, and selenium-containing substituents are systematized. Comparative analysis of structure and reactivity was carried out for the compounds under consideration.

Microwave activation in tetrazole chemistry

Data on the use of microwave activation in the chemistry of tetrazoles published from 2004 to 2016 are generalized and systemized. The main focus is placed on comparing the results obtained with convectional and microwave heating. The prospect for further research in this direction is evaluated.

Mechanism of the zinc-catalyzed addition of azide ion to unsaturated compounds: Synthesis of 5-substituted 1 Н -tetrazoles from nitriles and of 1-substituted 1 Н -tetrazole-5-thiols from isothiocyanates

The mechanism of the formation of 5-substituted 1H-tetrazoles from organic nitriles and thiocyanates in the presence of NaN3 and ZnCl2 in aliphatic alcohols was studied. The results of this study allowed efficient methods of synthesis of substituted tetrazoles from nitriles, thiocyanates, and isothiocyanates to be proposed.

Synthesis of 2-Substituted Tetrazole-5-Thiols and 5,5'-Disulfandiylbis(2-Alkyl-2H-Tetrazoles)

A method has been proposed for the synthesis of 2-alkyltetrazole-5-thiols. It was shown that these compounds are readily oxidized to the corresponding disulfides and their further functionalization has been studied.

One-pot synthesis of 5-alkylsulfanyl-1 H -tetrazoles from alkyl halides

An efficient one-pot method for the synthesis of 5-alkylsulfanyl-1H-tetrazoles, tetrazol-5-ylmethane- and -ethanethiol derivatives was developed.

Novel Mixed Complexes of Copper(II) and Ethylenediamine: Synthesis, Crystal Structure, and Catalytic Activity in the Cross-Coupling Reaction of 1-Phenyl-5 H -tetrazole-5-thiol and Iodobenzene

Two earlier unknown complexes, [Cu(en)2(Hptt)]Br (Hptt = 1-phenyl-1H-terazole-5-thiol, en = ethylenediamine) and trans-[Cu(en)2(H2O)Br]Br, have been synthesized and characterized using X-ray diffraction analysis. In [Cu(en)2(Hptt)]Br complex, the copper cation is bonded with the N4 atom of tetrazole ring. Catalytic activity of the obtained complexes in cross-coupling reaction of 1-phenyl-5H-tetrazole-5-thiol with iodobenzene is comparable to that of CuBr2 in the presence of 2 eq. of ethylenediamine.

Analysis of Hydrogen Bonding Network in the Systems Containing Chloride-Based Ionic Liquids with Cellulose/Cellobiose by Fourier-Transform Infrared Spectroscopy

Hydrogen bonds formed upon dissolution of cellulose and cellobiose in ionic liquids, 1-butyl-3- methylpyridinium and 1-butyl-3-methylimidazolium chlorides, have been analyzed and characterized by means of Fourier-transform infrared spectroscopy and quantum-chemical calculation. The obtained data have been used for assignment of absorption bands of individual OH groups and determination of hydrogen bonds energy in the solutions.

Pd 2+ -Catalyzed Addition of 1-Substituted Tetrazole-5-thiols to Terminal Acetylenes in Acid Medium

Addition of 1-substituted tetrazole-5-thiols to ethyl propiolate and phenylacetylene was studied. It was found that Pd(II) salts in the presence of strong acids are effective catalysts for this reaction: the S-adducts can be obtained at relatively low temperatures in high yields. The mechanism of this reaction was suggested.

The Bargellini reaction in a series of heterocyclic thiols

The synthesis of sterically hindered carboxylic acids based on heterocyclic thiols has been performed via the Bargellini reaction. Structure of the obtained compounds has been confirmed by means of X-ray diffraction analysis.