57058-01-2Relevant academic research and scientific papers
Aza-Riley Oxidation of Ugi-Azide and Ugi-3CR Products toward Vicinal Tricarbonyl Amides: Two-Step MCR-Oxidation Methodology Accessing Functionalized α,β-Diketoamides and α,β-Diketotetrazoles
Foley, Christopher,Shaw, Arthur,Hulme, Christopher
, p. 1275 - 1278 (2018)
Direct oxidative deamination of glyoxal-derived Ugi-azide and Ugi three-component reaction products readily affords vicinal tricarbonyls (α,β-diketoamides) and α,β-diketotetrazoles with two diversity elements. This significant extension of our previously described multicomponent reaction-oxidative deamination methodology is proposed to proceed through a mechanistically distinct SeO2-mediated C-N oxidation derived from an active enol of α-amino-β-ketone systems, effectively an aza-Riley oxidation. This methodology accesses diverse VTC systems from prototypical amines, glyoxaldehydes, and isocyanide building blocks in a mere two steps.
Removal of the Cd(II), Ni(II), and Pb(II) ions via their complexation with the uric acid-based adsorbent and use of the corresponding Cd-complex for the synthesis of tetrazoles
Ahmadi, Sharareh,Ariannezhad, Maryam,Habibi, Davood,Heydari, Somayyeh,Jafari, Ali
, (2021/11/22)
The magnetic supported uric acid-based compound (Fe3O4@SiO2@CPTMS@UA) was prepared, characterized and used as a capable adsorbent for removal of the Cd(II), Ni(II) and Pb(II) ions from aqueous solution. The Freundlich and Langmuir adsorption isotherms have been used to evaluate the adsorption behaviors. The high correlation coefficient of the Langmuir model (R+2 > 0.99) reveals that the Langmuir model offers the better coordination with the experimental results and so the model of adsorption of Cd2+, Ni2+, and Pb2+ on the adsorbent is more compatible with the Langmuir model, and the maximum adsorption capacity for the Cd, Ni, and Pb ions are about 285.7, 45.06 and 145.09 mg/g. Then, the corresponding Cd-complex (Fe3O4@SiO2@CPTMS@ UA@Cd) was also prepared, characterized and applied as an efficient heterogeneous nano-catalyst for the synthesis of diverse tetrazoles.
The anchoring of a Cu(ii)-salophen complex on magnetic mesoporous cellulose nanofibers: green synthesis and an investigation of its catalytic role in tetrazole reactions through a facile one-pot route
Bagherzade, Ghodsieh,Ghamari kargar, Pouya
, p. 19203 - 19220 (2021/06/03)
Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.
One pot three component solvent free synthesis of N-substituted tetrazoles using RuO2 /MMT catalyst
Chikate, Rajeev C.,Pawar, Hari R.
, (2020/08/21)
A facile, one-pot three component catalytic method is developed for the synthesis of N-substituted tetrazole using RuO2/MMT nanocomposite. It is characterized with low and wide angle XRD which suggests that RuO2 nanoparticles are evenly dispersed on the surface of MMT while FESEM images indicate a spherical morphology having size in the range of 40-50 nm. The catalytic efficiency is evaluated for three component one-pot synthesis of the tetrazole using various amine, sodium azide and triethyl-ortho-formate under solvent free condition. This strategy has resulted in good to excellent yields (84 – 97percent) of N-substituted tetrazoles within moderate reaction time. Moreover, the catalyst possesses excellent reusability up to five cycles with only 5percent decrease in the yield of tetrazole after 5th cycle. The beneficial catalytic activity of the bifunctional nanocomposite is attributed to the uniformly dispersed RuO2 nanoparticles on the surface of MMT where RuO2 site is responsible for coordination of isocyanide intermediate while strong acidic character of MMT induces condensation and cyclization steps in a synergic manner. Thus, it can be argued that RuO2/MMT nanocomposite possesses potential applications for Multi Component Reactions (MCR) in terms of efficient and sustainable manner.
[3+1+1] type cyclization of ClCF2COONa for the assembly of imidazoles and tetrazolesvia in situgenerated isocyanides
Song, Qiuling,Wang, Ya,Zhou, Yao
supporting information, p. 6106 - 6109 (2020/06/10)
A facile synthesis of imidazoles and tetrazolesvia[3+1+1] type cyclization of ClCF2COONa is developed. A diverse array of imidazoles and tetrazoles were obtained in decent yieldsviaisocyanide intermediates. Notably, this is the first example of the cycloaddition ofin situgenerated isocyanides.
One-pot green synthesis of Cu/bone nanocomposite and its catalytic activity in the synthesis of 1-substituted 1H-1,2,3,4-tetrazoles and reduction of hazardous pollutants
Maham, Mehdi,Nasrollahzadeh, Mahmoud
, (2019/08/01)
In this work, a simple and green method is reported for the biosynthesis of Cu/bone nanocomposite using Cordyline fruticosa extract as a stabilizer and reductant. Animal bone was used as a natural support to prevent the accumulation of Cu nanoparticles. The catalytic activity of Cu/bone nanocomposite was assessed in the synthesis of 1-substituted 1H-1,2,3,4-tetrazoles and reduction of various organic dyes, including 4-nitrophenol (4-NP), nigrosin (NS), congo red (CR) and methylene blue (MB). The best catalytic performance in the synthesis of 1-substituted tetrazoles was achieved using 0.05?g of Cu/bone nanocomposite at 120°C. In addition, under optimal conditions, the absorption bands corresponding to 4-NP, CR, NS and MB completely disappeared after about 6?min, 3?min, 50?s and 7?s, respectively. The biosynthesis protocol used in the preparation of Cu/bone nanocomposite offers a very attractive area for further research.
Synthesis of Tetrazoles from Amines Mediated by New Copper Nanocatalyst
Ariannezhad,Habibi,Heydari
, p. 1591 - 1597 (2019/12/28)
New copper nanocatalyst was prepared by coating Fe3O4 magnetic nanoparticles with tetraethyl orthosilicate (TEOS), followed by functionalization with 3-chloropropyl(trimethoxy)silane and 4H-1,2,4-tri-azol-4-amine and complexation with copper(II) chloride. The new catalyst was characterized by various spectroscopic methods and was successfully used in the synthesis of 1-aryl-1H-tetrazoles by reaction of aromatic amines with sodium azide and triethyl orthoformate under solvent-free conditions at 100°C.
Synthesis of Tetrazoles Catalyzed by Novel Cobalt Magnetic Nanoparticles
Sarrafioun,Jamehbozorgi,Ramezani
, p. 1777 - 1784 (2020/01/11)
A novel magnetic Co nanoparticle catalyst was prepared by coating Fe304magnetic nanoparticles with tetraethyl orthosilicate functionalized with (3-chloropropyl)trimethoxysilane and 2-amino-5-mercapto-1,3,4-thiadiazole ligands followed by complexation with Co(OAc)4. The catalyst was then characterized and applied for the synthesis of various tetrazoles by the reactions of amines with sodium azide and triethyl orthoformate in solvent-free conditions at 100°C.
Docking, Synthesis, Spectral Characterization, and Evaluation of In Vitro Antifungal Activity of Bis/Monophenyl-1-aryl-1H-tetrazole-5-carboxylate
Sambandam, Chandrakumari,Dhanavel, Sivakumar,Haridoss, Manikandan,Mannuthusamy, Gopalakrishnan
, p. 2779 - 2786 (2019/08/26)
Some novel compounds of bis/monophenyl-1-aryl-1H-tetrazole-5-carboxylate were synthesized by the equimolar reaction between bis/mono-1-aryl-1H-tetrazole and phenyl chloroformate in the presence of NaOH in dry tetrahydrofuran. The content was stirred for 4
Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition
Verma, Fooleswar,Sahu, Anjumala,Singh, Puneet K.,Rai, Ankita,Singh, Manorama,Rai, Vijai K.
supporting information, p. 3783 - 3789 (2018/08/21)
A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. Herein, NaN3 not only behaves as a three-nitrogen do
