Synthesis of 5‐substituted 1H‐tetrazoles using a recyclable heterogeneous nanonickel ferrite catalyst

Abstract

An efficient method was developed for the [2 + 3] cycloaddition of sodium azide with nitriles to afford 5‐substituted 1H‐tetrazoles using nanonickel ferrite (NiFe2O4) as an effective heterogeneous catalyst in dimethylformamide. The main advantages of this method are high yields, simple methodology and easy work‐up. The catalyst can be recovered and reused for several cycles with predictable activity. Copyright © 2015 John Wiley & Sons, Ltd.

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

“…Also, the nitrate impurity and hydrogen bands (OH…OH) vibration are appeared at (1637) and (1164 and 1069) cm -1 respectively [25,32]. In spectrum c, the existence of the grafted S-methylisothiourea groups has been proved by C=N vibration peak (1638 cm −1 ) [38]. In spectrum c, the existence of the grafted S-methylisothiourea groups has been proved by C=N vibration peak (1638 cm −1 ) [38].…”

“…Also the size and morphology of Ni-SMTU@boehmite was studied by TEM technique. As shown in spectrum a, strong bands at 3086 and 3308 cm −1 are attributed to the symmetrical and asymmetrical modes of the hydroxyl groups on the surface of boehmite nanoparticles [37,38]. In order to show the presence elements in catalyst, the EDS analysis of Ni-SMTU@boehmite was performed.…”

“…Recently tetrazole moieties were widely used for binding aryl thiotetrazolylacetanilides with HIV-1 reverse transcriptase [7]. Also, tetrazoles and their derivatives have been reported as analgesic, antiviral, antiinflammatory, anti-proliferative, antibacterial, potential anti HIV drug candidate, antifungal, herbicidal and anticancer agents [8][9][10][11][12]. Valsartan and Losartan are two typical examples of the extensive application of these compounds as drugs, such as anti-hypertensive sartan family drugs [13].…”

“…Conventional synthesis of 5-substituted 1H-tetrazoles is [3 + 2] cycloaddition of azide to the corresponding nitriles. Recently, many catalysts have attracted increasing interest in the context for synthesis of tetrazole derivatives [1][2][3][4][5][6][7][8][9][10][11][12]. In order to combine the advantages of both homogeneous and heterogeneous catalysis, immobilization of homogeneous catalysts on heterogeneous nanomaterials have been widely used as efficient and reusable catalysts for synthesis of tetrazole derivatives [14].…”

Anchoring Ni (II) on Fe3O4@tryptophan: A recyclable, green and extremely efficient magnetic nanocatalyst for one‐pot synthesis of 5‐substituted 1H‐tetrazoles and chemoselective oxidation of sulfides and thiols

“…They have widespread applications in medicine, materials science and coordination chemistry . The [2 + 3] cycloaddition of azides to the corresponding nitriles in the presence of an appropriate catalyst is the best method for the synthesis of 5‐substituted 1 H ‐tetrazoles . Transition metals play an important role as catalysts in synthesis of organic molecules.…”