25108-32-1Relevant articles and documents
A Facile Synthesis of 4-Tetrazolyl-Substituted 4H-3,1-Benzoxazines through Sequential Passerini-Azide/Acylation/Catalytic Aza-Wittig Reaction
Ren, Zhi-Lin,Liu, Jian-Chao,Ding, Ming-Wu
, p. 745 - 754 (2017)
A facile synthesis of 4-tetrazolyl-4H-3,1-benzoxazines by a Passerini-azide/acylation/catalytic aza-Wittig sequence was developed. The Passerini-azide reactions of 2-azidobenzaldehydes, trimethylsilyl azide and isocyanides produced tetrazoles, which were further acylated to give the azides in 28-74% overall yields. The catalytic aza-Wittig reactions of the azides generated 4-tetrazolyl-4H-3,1-benzoxazines in good yields, by using a catalytic amount of 3-methyl-1-phenyl phospholene-1-oxide (10 mol%) and TMDS/Ti(i-PrO)4 reductant system.
Efficient reduction of nitro compounds and domino preparation of 1-substituted-1H-1,2,3,4-tetrazoles by Pd(ii)-polysalophen coated magnetite NPs as a robust versatile nanocomposite
Xu, DaPeng,Xiong, Meilu,Kazemnejadi, Milad
, p. 12484 - 12499 (2021/04/14)
A new, versatile, and green methodology has been developed for the efficient NaBH4-reduction of nitroarenes as well as the domino/reduction MCR preparation of 1-substituted-1H-1,2,3,4-tetrazoles using Pd(ii)-polysalophen coated magnetite NPs as an efficient heterogeneous magnetically recyclable nanocatalyst. Polysalophen was firstly prepared based on a triazine framework with a high degree of polymerization, then coordinated to Pd ions and, finally, the resulting hybrid was immobilized on magnetite NPs. The catalyst was characterized by various instrumental and analytical methods, including GPC, DLS, N2adsorption-desorption, TGA, VSM, TEM, HRTEM, EDX, XPS, XRD, and ICP analyses. The catalyst possesses dual-functionality including the reduction of nitroarenes and the construction of tetrazole rings all in one stepviaa domino protocol. High to excellent yields were obtained for both nitro reduction and the direct preparation of 1-substituted-1H-1,2,3,4-tetrazoles from nitro compounds. Insight into the mechanism was conducted by XPSin situas well as DLSin situalong with several control experiments. Recyclability of the catalyst was studied for 6 consecutive runs along with metal leaching measurements in each cycle.
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.
