6926-50-7Relevant articles and documents
Tetrazole-substituted five, six, and seven-membered cyclic amines bearing perfluoroalkyl groups - Efficient synthesis by azido-ugi reaction
Shmatova, Olga I.,Nenajdenko, Valentine G.
, p. 6397 - 6403 (2013)
The application of perfluoroalkylated cyclic imines in azido-Ugi reactions was studied. It was shown that the reaction allows access to five-, six- and seven-membered perfluoroalkylated cyclic amines connected to a tetrazole ring. The scope and limitations of this approach are discussed. When benzyl isocyanide was used in the azido-Ugi reaction, it was shown that the tetrazole products could easily be debenzylated by catalytic hydrogenation to form 1H-tetrazoles in excellent yields. Copyright
New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction
Gorbacheva, Anastasia M.,Krutov, Ivan A.,Vorozhtsov, Nikolay I.,Khrustalev, Victor N.,Nenajdenko, Valentine G.
, p. 48 - 50 (2021)
A new family of ligands containing fragments of tetrazole and pyrazoline was prepared in one step by the efficient azido-Ugi reaction of N-(arylidene)pyrazolinium salts with isocyanides and sodium azide in up to 86% yield. The utility of the ligands was demonstrated by the synthesis of coordination complexes with Cu and Pd.
Green synthesis of the 1-substituted 1H-1, 2, 3, 4-tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles
Salimi, Mehri,Zamanpour, Azadeh
, (2020/05/16)
An effective one-pot, convenient process for the synthesis of 1- substituted 1H-tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-NH2 CuII) as a novel recyclable catalyst. The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP-OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g?1, obtained from the ICP-OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity.
Preparation and reactions of (1 H-tetrazol-5-yl)zinc pivalates
Tüllmann, Carl Phillip,Steiner, Sebastian,Knochel, Paul
, p. 2357 - 2363 (2020/08/19)
The preparation and reactivity of new solid heterocyclic organozinc reagents, namely N -protected (1 H -tetrazol-5-yl)zinc pivalates, as storable solids with appreciably air and moisture stability are reported. They are obtained in high yields from protected 1 H -tetrazoles by de-protonation using the mixed zinc-magnesium base TMPZnCl·Mg(OPiv) 2(abbreviated as TMPZnOPiv; TMP = 2,2,6,6-tetramethylpiperidyl). Subsequent cross-couplings and copper-catalyzed electrophilic aminations using hydroxylamine benzoates give access to functionalized 1 H -tetrazoles while tolerating many functional groups.
