18039-42-4Relevant articles and documents
Tetrazoles: XLV. Amidoalkylation of 5-Substituted Tetrazoles
Myznikov,Esikov,Artamonova,Koldobskii
, p. 731 - 734 (2003)
Amidoalkylation of 5-aryl(hetaryl)tetrazoles with N-hydroxymethylamides of aliphatic and aromatic carboxylic acids occurs regioselectively and yields mainly 5-aryl(hetaryl)-2-acylaminomethyltetrazoles. These compounds are fairly stable in neutral media bu
Tetrazoles: Calcium oxalate crystal growth modifiers
McMulkin, Calum J.,Massi, Massimiliano,Jones, Franca
, p. 2675 - 2681 (2015)
Molecules containing tetrazole substituents have become of interest due to their being bioisosteres of carboxylic acids and like their carboxylate counterparts, tetrazolate anions have been able to affect the crystal growth of barium sulphate and calcium carbonate. In this proof of principle study, we show that this behaviour also extends to calcium oxalate and therefore opens the possibility of using tetrazole-based additives for investigating mineralization processes of human pathological relevance. This journal is
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Washburne,Peterson
, p. 427 (1970)
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Non-catalyzed addition of heterocyclic thiols and 5-substituted-1H-tetrazoles to vinyl ethers
Melnikova, Iuliia,Roh, Jaroslav,Kune?, Ji?í,Artamonova, Tatiana,Zevatskii, Yuri,Myznikov, Leonid
, p. 3842 - 3845 (2017)
The alkylation of 1-substituted 1H-tetrazole-5-thiols and 4-substituted 4 H-1,2,4-triazole-3-thiols with alkyl halides or sulfonates lead to the formation of S-alkylated products regardless of the substituent on the heterocycle. In this work, we found that substituted 1H-tetrazole-5-thiols and 4 H-1,2,4-triazole-3-thiols readily reacted with vinyl ethers in the absence of a catalyst to exclusively form N-substituted 1H-tetrazole-5(4H)-thiones and 1H-1,2,4-triazole-5(4H)-thiones, respectively. Furthermore, the reactions of 5-substituted-1H-tetrazoles with vinyl ethers under the same conditions selectively yielded 2,5-disubstitued tetrazoles.
A novel route for the synthesis of 5-substituted 1-: H tetrazoles in the presence of polymer-supported palladium nanoparticles
Darbandizadeh Mohammad Abadi, Seyed Shahab Addin,Karimi Zarchi, Mohammad Ali
, p. 10397 - 10406 (2017)
A novel method for the synthesis of 5-substituted 1-H tetrazoles has been developed using one-pot tandem reactions of aryl halides with K4[Fe(CN)6] and sodium azide in the presence of cross-linked poly(4-vinylpyridine)-stabilized Pd(0) nanoparticles, [P4-VP]-PdNPs. The catalyst was characterized using various techniques such as FT-IR and UV-vis spectroscopy, AAS, TEM, FESEM, EDX analysis, XRD and XPS. The results confirm a good dispersion of palladium nanoparticles on the polymer support. The catalyst is reusable many times without a significant loss in its activity.
Dendron-functionalized Fe3O4 magnetic nanoparticles with palladium catalyzed CN insertion of arylhalide for the synthesis of tetrazoles and benzamide
Karimi Zarchi, Mohammad Ali,Darbandizadeh Mohammad Abadi, Seyed Shahab Addin
, p. 196 - 212 (2019)
A novel method for the one-pot synthesis of 5-substituted 1H-tetrazoles and Benzamide from arylhalide containing in situ CN insertion from inorganic salt source was accomplished in presence of a new magnetically catalyst, palladium on surface-modified Schiff-Base complex. K2[Ni(CN)4] plays a role of nontoxic inorganic cyanide source in arylhalide Nucleophilic substitution. The synthesized Pd-Schiff-Base@Fe3O4MNPs was characterized by various techniques such as FT-IR, TGA, SEM, VSM, XRD, TEM, ICP-AES, EDX, BET and XPS. The nano structure catalyst was easily recovered by external magnetic field and reused several times without noticeable loss of its catalytic activity. Leaching study of Pd-Schiff-Base@Fe3O4 MNPs shows palladium strong bonded to different active parts of catalyst surface. Heterogeneity of this catalyst has been examined using hot filtration and ICP-AES techniques.
1-Disulfo-[2,2-bipyridine]-1,1-diium chloride ionic liquid as an efficient catalyst for the green synthesis of 5-substituted 1H-tetrazoles
Aali, Elaheh,Gholizadeh, Mostafa,Noroozi-Shad, Nazanin
, (2021/08/30)
A simple, green and efficient method has been developed for the synthesis of 5-substituted 1H-tetrazole derivatives through [2+3] cycloaddition reaction in good to excellent yields between various benzonitriles and sodium azide. For this purpose, 1-disulfo-[2,2-bipyridine]-1,1-diium chloride ([BiPy](HSO3)2Cl2) system as an ionic liquid catalyst have been extended for the construction of these valuable products. This procedure has significant advantages, including using ethylene glycol as a green solvent. The other advantages of this method are inexpensive and ease the preparation of the catalyst, mild reaction conditions, green reaction medium, easy workup, short reaction time, and simple experimental process.
Synthesis of 5-Substituted 1H-Tetrazoles Catalyzed by M-SAPO-34 (M = Co, Cu, Mn, Fe, and V) Nanostructures
Baghershiroudi, Mahrokh,Bafandeh, Fereshteh Taghipour,Safa, Kazem D.,Panahi, Parvane Nakhostin
, p. 230 - 236 (2021/04/09)
Abstract: The synthesis of 5-substituted 1H-tetrazoles by use of a series of M-SAPO-34 (M = Co, Cu, Mn, Fe, and V) nanocatalysts are presented. Following the optimized conditions, Co-SAPO-34 nanocatalyst has been found to effectively catalyze the 5-substi
Oxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex
Mahmoudi, Boshra,Rostami, Amin,Kazemnejadi, Milad,Hamah-Ameen, Baram Ahmed
, (2020/12/21)
A redox catalytic system for oxidation-reduction reactions and the domino preparation of tetrazole compounds from nitro and alcohol precursors was designed, prepared and characterized by UV–vis, GPC, TGA, XRD, EDX, XPS, VSM, FE-SEM, TEM, DLS, BET, NMR, and ICP analyses. The catalyst was prepared via several successive steps by demetalation of chlorophyll b, copolymerization with acrylated TEMPO monomers, complexation with Ni and Co metals (In two different steps), then immobilized on magnetic nanoparticles. The presence of three functional groups including TEMPO, coordinated cobalt, and coordinated nickel in the catalyst, allowed the oxidation of various types of alcohols, alkyl benzenes as well as the reduction of nitro compounds by a single catalyst. All reactions yielded up to 97 % selectivity for oxidation and reduction reactions. Next, the ability of the catalyst to successfully convert alcohol, methyl benzenes and nitro to their corresponding tetrazoles was studied.
