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Journal articles on the topic 'Tetrazolo'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Ramírez-López, Sandra C., M. V. Basavanag Unnamatla, and Rocío Gámez-Montaño. "A One-Pot Process for the Synthesis of Alkyne-3-tretrazolyl-tetrazolo [1,5-a] Quinolines." Proceedings 9, no. 1 (2018): 42. http://dx.doi.org/10.3390/ecsoc-22-05798.

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An efficient synthesis of alkyne-3-tetrazolyl-tetrazolo[1,5-a] quinolones via a one-pot isocyanide-based multicomponent reaction (IMCR) process: I-MCR Ugi-azide/SNAr/ring-chain azido tautomerization was performed under eco-friendly conditions. We report the one-pot synthesis of tris-heterocycles containing a tetrazolo[1,5-a] quinoline connected to a 1,5-disubstituted-tetrazole (1,5-DS-T). The synthesis of these compounds is of great interest in synthetic and medicinal chemistry because these heterocycles are considered privileged scaffolds and their preparation and evaluation may lead to the d

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2

Liu, Teng, Yi-Gang Ji, and Lei Wu. "tert-Butyl nitrite-mediated radical cyclization of tetrazole amines and alkynes toward tetrazolo[1,5-a]quinolines." Organic & Biomolecular Chemistry 17, no. 10 (2019): 2619–23. http://dx.doi.org/10.1039/c9ob00169g.

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3

He, Piao, Jian-Guo Zhang, Kun Wang, Xin Yin, Shao-Wen Zhang, and Jian-She Jiao. "Calculations predict a novel desired compound containing eight catenated nitrogen atoms: 1-amino-tetrazolo-[4,5-b]tetrazole." RSC Adv. 4, no. 48 (2014): 25302–9. http://dx.doi.org/10.1039/c4ra03515a.

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4

Wang, Qian, Yanli Shao, and Ming Lu. "Amino-tetrazole functionalized fused triazolo-triazine and tetrazolo-triazine energetic materials." Chemical Communications 55, no. 43 (2019): 6062–65. http://dx.doi.org/10.1039/c9cc01777a.

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In this study, two insensitive energetic compounds using fused triazolo-triazine and tetrazolo-triazine as the framework, one amino and one tetrazole as functional groups, were prepared through a two-step reaction.

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5

Madhavachary, Rudrakshula, Qian Wang, and Alexander Dömling. "With unprotected amino acids to tetrazolo peptidomimetics." Chemical Communications 53, no. 61 (2017): 8549–52. http://dx.doi.org/10.1039/c7cc03370b.

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We have synthesized a library of tetrazolo peptidomimetics in two steps. The universality of this Ugi-tetrazole reaction was further examined using the N,C-unprotected dipeptide Gly–Gly and tripeptide Gly–Gly–Gly for the first time.

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6

Suresh, Lingala, P. Sagar Vijay Kumar, T. Vinodkumar, and G. V. P. Chandramouli. "Heterogeneous recyclable nano-CeO2 catalyst: efficient and eco-friendly synthesis of novel fused triazolo and tetrazolo pyrimidine derivatives in aqueous medium." RSC Advances 6, no. 73 (2016): 68788–97. http://dx.doi.org/10.1039/c6ra16307f.

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A ceria nanocatalyst was used for the one-pot, multicomponent condensation reaction of benzoylacetonitrile, aromatic aldehydes and 5-amino-triazole/tetrazole proceeding via C–C and C–N bond formation to deliver triazolo/tetrazolo[1,5-a]pyrimidines.

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7

Scapin, Elisandra, Paulo R. S. Salbego, Caroline R. Bender, et al. "Synthesis, effect of substituents on the regiochemistry and equilibrium studies of tetrazolo[1,5-a]pyrimidine/2-azidopyrimidines." Beilstein Journal of Organic Chemistry 13 (November 10, 2017): 2396–407. http://dx.doi.org/10.3762/bjoc.13.237.

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An efficient synthesis methodology for a series of tetrazolo[1,5-a]pyrimidines substituted at the 5- and 7-positions from the cyclocondensation reaction [CCC + NCN] was developed. The NCN corresponds to 5-aminotetrazole and CCC to β-enaminone. Two distinct products were observed in accordance with the β-enaminone substituent. When observed in solution, the compounds can be divided into two groups: (a) precursor compounds with R = CF3 or CCl3, which leads to tetrazolo[1,5-a]pyrimidines in high regioselectivity with R at the 7-position of the heterocyclic ring; and (b) precursor compounds with R

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8

Leškovskis, Kristaps, Anatoly Mishnev, Irina Novosjolova, and Māris Turks. "SNAr Reactions of 2,4-Diazidopyrido[3,2-d]pyrimidine and Azide-Tetrazole Equilibrium Studies of the Obtained 5-Substituted Tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines." Molecules 27, no. 22 (2022): 7675. http://dx.doi.org/10.3390/molecules27227675.

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A straightforward method for the synthesis of 5-substituted tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines from 2,4-diazidopyrido[3,2-d]pyrimidine in SNAr reactions with N-, O-, and S- nucleophiles has been developed. The various N- and S-substituted products were obtained with yields from 47% to 98%, but the substitution with O-nucleophiles gave lower yields (20–32%). Furthermore, the fused tetrazolo[1,5-a]pyrimidine derivatives can be regarded as 2-azidopyrimidines and functionalized in copper(I)-catalyzed azide-alkyne dipolar cycloaddition (CuAAC) and Staudinger reactions due to the presence of a

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9

Mamdouh, A. M. Taha. "Use of 1,5-diaminotetrazole in the synthesis of some fused heterocyclic compounds." Journal of Indian Chemical Society Vol. 82, Feb 2005 (2005): 172–74. https://doi.org/10.5281/zenodo.5825077.

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Department of Chemistry, Faculty of Science, Cairo University at Faiyoum, Egypt <em>Manuscript received 5 May 2004, accepted 2 September 2004</em> 1,5-Diaminotetrazole was reacted in 'one-pot' with one carbon cyclizing reagents to afford the corresponding 1,2,4-triazolo[1,5- d]tetrazoles. Analogues reactions with nitrous acid, benzil, diethyl oxalate, pyruvic acid and ethyl acetoacetate afforded tetrazolo-heterocycles for biological interest. 

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10

Bonyad, Ali Moin. "Synthesis of Chalcones from Acetone and tetrazole and 2-acetyl naphthalene Assisted by Microwave." Engineering and Technology Quarterly Reviews 3, no. 1 (2020): 16–22. https://doi.org/10.5281/zenodo.3686827.

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In the present study, we understood the total synthesis one chalcone derivative via Claisen-Schmidt condensation of the respective aldehydes and ketones using Microwave assisted irradiation method. In the microwave environment, chemical reactions usually proceed faster and give higher yields with fewer by- products. In the synthesis, a common aldehyde namely tetrazolo {1, 5-a} quinoline-4-carbaldehyde was used while the ketones used were respectively acetone, 2- acetyl Naphthalene. The Chalcone synthesised from Tetrazolo {1, 5-a} quinolone-4-carbaldehyde and acetone was 4-(tetrazolo {1, 5-a} q

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11

Khidre, Rizk E., Tahah A. Ameen, and Mounir A. I. Salem. "Tetrazoloquinolines: Synthesis, Reactions, and Applications." Current Organic Chemistry 24, no. 4 (2020): 439–64. http://dx.doi.org/10.2174/1385272824666200217095341.

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This review summarizes the synthesis, reactions, and biological activities of tetrazolo[1,5-a]quinoline derivatives. These derivatives were synthesized by several methods such as i) from the reaction of 2-chloroquinoline with sodium azide ii) from diazotization 2-hydrazinylquinoline derivatives, and iii) from intramolecular cyclocondensation of 2-azidoarylidenes. Also, the chemical reactions and pharmacological activities of some tetrazoloquinolines such as tetrazolo[1,5-a]quinoline-4-carbaldehyde, 5-chlorotetrazolo[ 1,5-a]quinoline, 4-(chloromethyl)tetrazolo[1,5-a]quinoline, tetrazolo[1,5- a]

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12

Krivopalov, V. P., V. I. Mamatyuk, and E. B. Nikolaenkova. "Effect of intramolecular hydrogen bond on the azide-tetrazole equilibrium of 5-(2?-hydroxyphenyl)tetrazolo[1,5-a]pyrimidine,-tetrazolo[1,5-c]pyrimidme, -tetrazolo[1,5-c]quinazoline, and 7-(2?-hydroxyphenyl)tetrazolo[1,5-c]pyrimidine." Russian Chemical Bulletin 44, no. 8 (1995): 1435–43. http://dx.doi.org/10.1007/bf00714425.

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13

Dabaeva, V. V., E. G. Paronikyan, I. M. Barkhudaryants, Sh Sh Dashyan, and M. R. Baghdasaryana. "Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine." Журнал общей химии 94, no. 3 (2024): 370–75. http://dx.doi.org/10.31857/s0044460x24030079.

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A method was developed for the synthesis of 11-(2-furyl)-4-hydrazino-8,8-dimethyl-7,10-dihydro-8H-pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine on the basis of which new heterocyclic systems were synthesized. The conditions for the azido/tetrazole transformation of the resulting condensed tetrazolo[1,5-c]pyrimidine were studied. Isomeric triazolo[4,3-c]- and -[1,5-c]pyrimidines were synthesized and the conditions for the transformation of the first isomer into the second in accordance with the Dimroth rearrangement were established.

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14

Radwan, Mohamed A. A., Fahad M. Alminderej, and Hanem M. Awad. "One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1H-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile." Molecules 25, no. 2 (2020): 255. http://dx.doi.org/10.3390/molecules25020255.

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A series of novel 7-substituted-5-(1H-indol-3-yl)tetrazolo[1,5-a]pyrimidine-6-carbonitrile was synthesized via a one-pot, three-multicomponent reaction of appropriate aldehydes, 1H-tetrazole-5-amine and 3-cyanoacetyl indole in catalytic triethylamine. The cytotoxic activity of the new synthesized tetrazolopyrimidine-6-carbonitrile compounds was investigated against HCT-116, MCF-7, MDA-MB-231, A549 human cancer cell lines and one human healthy normal cell line (RPE-1) using the MTT cytotoxicity assay. Compounds 4h, 4b, 4c, 4i and 4a showed potent anticancer activities against human colon cancer

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15

Monzon, Loana I., Nicole C. M. Rocha, Gabriela T. Quadros, et al. "Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5-a]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile." Molecules 28, no. 13 (2023): 5036. http://dx.doi.org/10.3390/molecules28135036.

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A general methodology to access valuable 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines was developed by the reaction of 2-azidobenzaldehyde with phenylchalcogenylacetonitriles (sulfur and selenium) in the presence of potassium carbonate (20 mol%) as a catalyst. The reactions were conducted using a mixture of dimethylsulfoxide and water (7:3) as solvent at 80 °C for 4 h. This new methodology presents a good functional group tolerance to electron-deficient and electron-rich substituents, affording a total of twelve different 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines selectively in modera

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16

Safaei-Ghomi, Javad, Soleiman Paymard-Samani, Safura Zahedi, and Hossein Shahbazi-Alavi. "Sonochemical synthesis of 5-substituted 1H-tetrazoles catalyzed by ZrP2O7 nanoparticles and regioselective conversion into new 2,5-disubstituted tetrazoles." Zeitschrift für Naturforschung B 70, no. 11 (2015): 819–28. http://dx.doi.org/10.1515/znb-2015-0070.

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AbstractThe ultrasound-assisted preparation of 2-(1H-tetrazol-5-yl) acrylonitrile derivatives via a one-pot multi-component method is described successfully using ZrP2O7 nanoparticles as a catalyst. Readily available tetrazoles can be transformed into the corresponding 1,5- and 2,5-disubstituted tetrazoles. 2,4′-Dibromoacetophenone gave the corresponding 2,5-disubstituted derivative as the only isomer. Synthesis of tetrazole derivatives with excellent yields in short times, a wide range of products under ultrasound irradiation, environmental benignity and a simple work-up procedure are some of

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17

Moustafa, M. A. A., A. M. Ismaiel, H. M. Eisa, and A. A. El-Emam. "Synthesis of 1-phenyi-1H-tetrazolo[4,5-d]tetrazole and 5-aryl-1-(4-bromophenyl)-1,2,4-triazolo[4,3-d]tetrazoles." Journal of the Chinese Chemical Society 38, no. 2 (1991): 199–201. http://dx.doi.org/10.1002/jccs.199100033.

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18

Sepsey Für, Csilla, György Keglevich, and Hedvig Bölcskei. "Unexpected Formation of 4-aryl-1-(Propane-2-ylidenehydrazono)-2,3-diazaspiro[5.5]undec-3-ene by the Reaction of Pyridazinethiones Derivatives with Hydrazine." Molbank 2021, no. 3 (2021): M1243. http://dx.doi.org/10.3390/m1243.

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After making a new series of spiro[cycloalkane]pyridazinones with high Fsp3 character available, the new target was to synthesize derivatives comprising nitrogen-containing heterocycles, such as triazolo or tetrazolo rings. The corresponding thioxo derivatives (1a,b) seemed to be good starting materials for the synthesis of tetrazolo derivatives. The reaction of the pyridazinethiones (1a,b) with hydrazine surprisingly resulted in Schiff bases (3a,b) deriving from the reaction of hydrazones (2a,b) with acetone.

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19

Ramírez-López, Sandra C., M. V. Basavanag Unnamatla, and Rocío Gámez-Montaño. "Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process." Proceedings 9, no. 1 (2018): 41. http://dx.doi.org/10.3390/ecsoc-22-05796.

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A solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization cascade proceeds under eco-friendly conditions. The tetrazolo[1,5-a]quinoline and imidazo[1,2-a]pyridine scaffolds are present in various compounds with interesting pharmacological properties and could lead to the discovery of novel bioactive molecules.

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20

Lei, Xiaofang, Panagiota Lampiri, Pravin Patil, Giasemi Angeli, Constantinos G. Neochoritis, and Alexander Dömling. "A multicomponent tetrazolo indole synthesis." Chemical Communications 57, no. 54 (2021): 6652–55. http://dx.doi.org/10.1039/d1cc02384e.

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21

Ergan, Erdem, Nurullah Seker, Begum Akbas, and Esvet Akbas. "Theoretical calculation of newly synthesized tetrazolopyrimidine derivatives as a potential corrosion inhibitor." Journal of the Serbian Chemical Society, no. 00 (2021): 67. http://dx.doi.org/10.2298/jsc210419067g.

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In this work, we wanted to define a general and comprehensive strategy for the synthesis of tetrazolo[1,5-a]pyrimidine derivatives. For this purpose, we obtained new tetrazolo[1,5-a]pyrimidine molecules via the mercury-promoted desulfurization reaction, including hydrolysis, cyclizations, and eliminations. All of the molecules were characterized by FT-IR, 1H NMR, 13C NMR, and elemental analysis. On the other hand, the potentials of compounds as corrosion inhibitors were calculated at B3LYP / 6-31G (d, p) level via density functional theory (DFT).

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22

Elavarasan, Thangasamy, Durairaj Peter Bhakiaraj, and Mannathusamy Gopalakrishnan. "Synthesis, Spectral Analysis, In Vitro Microbiological Evaluation, and Molecular Docking Studies of Some Novel 1-(1-Aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone Derivatives." ISRN Organic Chemistry 2014 (May 6, 2014): 1–9. http://dx.doi.org/10.1155/2014/120173.

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A new series of novel heterocyclic compounds containing both tetrazoles and piperidine nuclei together, namely, 1-(1-aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone (22–28), were synthesized by the treatment of the respective 2-chloro-1-(1-aryl-1H-tetrazol-5-yl)ethanone (15–21) with piperidine in acetonitrile for 6 h. A series of novel tetrazole substituted piperidine derivatives were synthesized and evaluated for their antimicrobial activity using serial dilution method. The structures of the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, mass spectral data, and elemental

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23

Simoni, Daniele, Riccardo Rondanin, Giancarlo Furnò, Enrico Aiello, and Francesco Paolo Invidiata. "Facile synthesis of pyrazoles and pyrroles via thermolysis of tetrazolo[1,5-b]pyridazines, tetrazolo[1,5-a]pyrimidines and tetrazolo[1,5-a]pyridines." Tetrahedron Letters 41, no. 15 (2000): 2699–703. http://dx.doi.org/10.1016/s0040-4039(00)00243-4.

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24

Boltjes, André, George P. Liao, Ting Zhao, Eberhardt Herdtweck та Alexander Dömling. "Ugi 4-CR synthesis of γ- and δ-lactams providing new access to diverse enzyme interactions, a PDB analysis". Med. Chem. Commun. 5, № 7 (2014): 949–52. http://dx.doi.org/10.1039/c4md00162a.

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25

Mounir, Salem, Magda Marzouk, and Naglaa Mahmoud. "Synthesis of various fused pyrimidine rings with their pharmacological and antimicrobial evaluation." Journal of the Serbian Chemical Society 79, no. 9 (2014): 1059–73. http://dx.doi.org/10.2298/jsc130528016m.

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Various fused pyrimidine such as furo[2,3-d]pyrimidine, triazolo[1,5-a]pyrimidine, tetrazolo[1,5-a]pyrimidine were synthesized from the reactions of thioxopyrimidine-6(1H)-ones with ethyl chloroacetate (under different reaction conditions), thiourea, and sodium nitrite. Pyrimidine thiones reacted with POCl3/PCl5 to give the chloro derivatives which reacted with sodium azide, and thiourea to give the tetrazolo[1,5-c]pyrimidine, pyrimido pyrimidine. Thioxopyrimidine-6(1H)-ones reacted with benzyl amine to give pyrrolo[2,3-d]pyrimidinethione. Theoretical calculation using MIDO/3, Fukui indices an

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26

Pino-Gonzalez, M. S., A. Romero-Carrasco, S. Calvo-Losada, N. Oña-Bernal, J. J. Quirante, and F. Sarabia. "Synthesis of tetrazole fused azepanes and quantum chemical topology study on the mechanism of the intramolecular cycloaddition reaction." RSC Adv. 7, no. 79 (2017): 50367–71. http://dx.doi.org/10.1039/c7ra10899k.

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27

Simoni, Daniele, Riccardo Rondanin, Giancarlo Furno, Enrico Aiello, and Francesco Paolo Invidiata. "ChemInform Abstract: Facile Synthesis of Pyrazoles and Pyrroles via Thermolysis of Tetrazolo[1,5-b]pyridazines, Tetrazolo[1,5-a]pyrimidines and Tetrazolo[1,5-a]pyridines." ChemInform 31, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.200026041.

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28

Wu, Liqiang. "Synthesis and biological evaluation of novel 1,2-naphthoquinones possessing tetrazolo[1,5-a]pyrimidine scaffolds as potent antitumor agents." RSC Advances 5, no. 32 (2015): 24960–65. http://dx.doi.org/10.1039/c5ra00711a.

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29

Chen, Sitong, Yuji Liu, Yongan Feng, Xianjin Yang, and Qinghua Zhang. "5,6-Fused bicyclic tetrazolo-pyridazine energetic materials." Chemical Communications 56, no. 10 (2020): 1493–96. http://dx.doi.org/10.1039/c9cc08782f.

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30

Jeminejs, Andris, Irina Novosjolova, Ērika Bizdēna, and Māris Turks. "Nucleophile–nucleofuge duality of azide and arylthiolate groups in the synthesis of quinazoline and tetrazoloquinazoline derivatives." Organic & Biomolecular Chemistry 19, no. 35 (2021): 7706–23. http://dx.doi.org/10.1039/d1ob01315g.

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31

Krivopalov, V. P., E. B. Nikolaenkova, and V. P. Mamaev. "Azido-tetrazole tautomerism of azido-1,3,5-triazines: The detection of tetrazolo[1,5-a]-1,3,5-triazines." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 37, no. 2 (1988): 410. http://dx.doi.org/10.1007/bf00957465.

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32

Bock, Hans, and Ralph Dammel. "Gasphasen-Reaktionen, 71 PE-Spektren und Pyrolysen stickstoffreicher Kohlenstoff-Verbindungen: CN4, C2N4, C2H2N4, C4H6N4 und C5H4N4 Gasphase Reactions, 72 PE Spectra and Pyrolyses of Nitrogen-Rich Carbon Compounds: CN4, C2N4, C2H2N4, C4H6N4 and C5H4N4." Zeitschrift für Naturforschung B 45, no. 1 (1990): 59–71. http://dx.doi.org/10.1515/znb-1990-0112.

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AbstractThe PE spectra of the nitrogen-rich title compounds cyanogen azide NC-N3, azodicarbonitrileNC - N = N - CN, azidoacetonitrile NC - H2C - N3, tetrazolo[1,5-a]pyridine (H4C5N)(N )3 andtrimethylenetetrazole (H2C)3(CN4) are presented and assigned by radical cation state comparisonwith related compounds or by Koopmans’ correlation with MNDO eigenvalues. In a low pressureflow system the compounds decompose at higher temperatures, with elimination of the thermodynamicallyfavorable N2 molecule. PE-spectroscopic real-time analysis reveals as further products:NC - N3 → C∞, NC - N = N - CN → NC -

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33

Urakov, Grigoriy V., Konstantin V. Savateev, Svetlana K. Kotovskaya, et al. "6-(Tetrazol-5-yl)-7-aminoazolo[1,5-a]pyrimidines as Novel Potent CK2 Inhibitors." Molecules 27, no. 24 (2022): 8697. http://dx.doi.org/10.3390/molecules27248697.

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In this work, we describe the design, synthesis, and structure-activity relationship of 6-(tetrazol-5-yl)-7-aminoazolo[1,5-a]pyrimidines as inhibitors of Casein kinase 2 (CK2). At first, we optimized the reaction conditions for the azide-nitrile cycloaddition in the series of 6-cyano-7-aminoazolopyridimines and sodium azide. The regioselectivity of this process has been shown, as the cyano group of the pyrimidine cycle was converted to tetrazole while the nitrile of the azole fragment did not react. The desired tetrazolyl-azolopyrimidines were obtained in a moderate to excellent yields (42–95%

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34

Bhuyan, Pulak J., Kushal C. Lekhok, and Jagir S. Sandhu. "Studies on Uracils: Synthesis of Tetrazolo[4’,5':1,6]pyrido[2,3-d]pyrimidines by the Action of Cyano Stabilised Carbanions on 6-Azido-5-formyluracils." Journal of Chemical Research 23, no. 3 (1999): 232–33. http://dx.doi.org/10.1177/174751989902300331.

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35

Haleel, A., P. Arthi, N. Dastagiri Reddy, et al. "DNA binding, molecular docking and apoptotic inducing activity of nickel(ii), copper(ii) and zinc(ii) complexes of pyridine-based tetrazolo[1,5-a]pyrimidine ligands." RSC Adv. 4, no. 105 (2014): 60816–30. http://dx.doi.org/10.1039/c4ra11197d.

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36

Mekheimer, Ramadan Ahmed, Galal Hamza Elgemeie, and Thomas Kappe. "Synthesis of some novel azido- and tetrazoloquinoline-3-carbonitriles and their conversion into 2,4-diaminoquinoline-3-carbonitriles." Journal of Chemical Research 2005, no. 2 (2005): 82–85. http://dx.doi.org/10.3184/0308234054497100.

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37

Katrusiak, Anna, Urszula Skierska, and Andrzej Katrusiak. "Azido-tetrazolo tautomers of methylated azolopyridazines." Journal of Molecular Structure 751, no. 1-3 (2005): 65–73. http://dx.doi.org/10.1016/j.molstruc.2005.04.025.

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38

Könnecke, Andreas, Ronald Dörre, and Eberhard Lippmann. "Synthesen mit Tetrazolo[1,5-a]chinoxalinen." Zeitschrift für Chemie 18, no. 7 (2010): 257–58. http://dx.doi.org/10.1002/zfch.19780180708.

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39

Li, Yunqiu, and Qiyao Yu. "Design and Performance Studies on Series of Tetrazole-Based Ultra-High-Energy Density High-Nitrogen Heterocyclic Power Systems." Energies 18, no. 7 (2025): 1609. https://doi.org/10.3390/en18071609.

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The innovation of energy storage technology and its solutions for energetic materials is an important direction in the current energy technology field. Hence, series of tetrazole-based ultra-high-energy-density high-nitrogen heterocyclic power compounds were designed and their energy characteristics and safety performances were evaluated by density functional theory (DFT). The results indicate that the type, number, and position of substituents have a significant effect on the comprehensive performance of these compounds. Research on electronic features shows that mono-substituents on the N at

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Budevich, Vladislav A., Sergei V. Voitekhovich, Alexander V. Zuraev, et al. "Mesoionic tetrazolium-5-aminides: Synthesis, molecular and crystal structures, UV–vis spectra, and DFT calculations." Beilstein Journal of Organic Chemistry 17 (February 8, 2021): 385–95. http://dx.doi.org/10.3762/bjoc.17.34.

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Tetrazolium-5-aminides have been prepared by the tert-butylation of 5-aminotetrazole and its N-methyl derivatives by the t-BuOH/HClO4 system followed by the treatment of the tetrazolium salts by alkali. The mesoionic compounds have been found to show a higher reactivity of the exocyclic N atom in comparison with 5-aminotetrazoles. The compounds reacted with 1,2-dibromoethane and 5-(methylsulfonyl)-1-phenyl-1H-tetrazole with substitution of bromine and methylsulfonyl groups giving the corresponding tetrazolium salts or conjugate aminides. The obtained mesoionic tetrazoles have been characterize

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Miao, Jiankang, Yahui Zhang, Xiaoyan Sang, and Wenyan Hao. "A silver(i)-catalyzed cascade bicyclization strategy for synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines." Organic & Biomolecular Chemistry 17, no. 9 (2019): 2336–40. http://dx.doi.org/10.1039/c8ob03220c.

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An efficient method for the synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines via the silver(i)-catalyzed tandem bicyclization of o-alkynylphenyl isothiocyanates and sodium azide has been developed.

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Wael, A. Zordok. "The effect of 6-substituent on isomerization of tetrazolo[1,5-α]pyridines and conformational analysis of 2-azidopyridines : A DFT study". Journal of Indian Chemical Society Vol. 90, Feb 2013 (2013): 197–209. https://doi.org/10.5281/zenodo.5767626.

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Chemistry Department, University College of Quanfudha, Umm Al-Qura University, Kingdom of Saudi Arabia Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt <em>E-mail</em> : waelzordok@yahoo.com Fax : 20-106256488 <em>Manuscript received online 28 March 2012, revised 15 April 2012, accepted 24 April 2012</em> The phenomenon of ring-chain isomerism and conformation are important aspects of chemistry. The effect of substituents CH<sub>3</sub>, OH, CI, OH, CN and NO<sub>2</sub> at the 6-position of tetrazolo[1,5-α]pyridines, on the ring opening of tetrazole to<em> ci

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Lohmann, Niklas, Vesna Milovanović, Dariusz G. Piekarski, and Olga García Mancheño. "Metal-free oxoammonium salt-mediated C(sp³)–H oxidative Ugi-azide multicomponent reaction." Organic & Biomolecular Chemistry 20, no. 14 (2022): 2896–908. http://dx.doi.org/10.1039/d2ob00101b.

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A one-pot, oxidative Ugi-azide multicomponent reaction mediated by oxoammonium salts is presented. This method provides a direct access to α-tetrazolo N-heterocycles in excellent yields employing simple NaN3 as azide source.

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Gornowicz, Agnieszka, Anna Szymanowska, Mariusz Mojzych, Krzysztof Bielawski, and Anna Bielawska. "The Effect of Novel 7-methyl-5-phenyl-pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine Sulfonamide Derivatives on Apoptosis and Autophagy in DLD-1 and HT-29 Colon Cancer Cells." International Journal of Molecular Sciences 21, no. 15 (2020): 5221. http://dx.doi.org/10.3390/ijms21155221.

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The discovery of cytotoxic drugs is focused on designing a compound structure that directly affects cancer cells without an impact on normal cells. The mechanism of anticancer activity is mainly related with activation of apoptosis. However, recent scientific reports show that autophagy also plays a crucial role in cancer cell progression. Thus, the objective of this study was to synthesize 7-methyl-5-phenyl-pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine utilizing nucleophilic substitution reaction at the position N1. The biological activity of tested compounds was assessed in DLD-1 and HT-29

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Stankovsky, Štefan, and Katarina Špirkova. "Amidinoyl isothiocyanates in the synthesis of condensed heterocycles: Tetrazolo-azidoazomethine tautomerism in substituted tetrazolo[1,5-c]quinazolines." Monatshefte für Chemie - Chemical Monthly 122, no. 10 (1991): 849–52. http://dx.doi.org/10.1007/bf00815923.

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Sepsey Für, Csilla Sepsey, Gergő Riszter, Áron SzigetvárI, et al. "Novel Ring Systems: Spiro[Cycloalkane] Derivatives of Triazolo- and Tetrazolo-Pyridazines." Molecules 26, no. 8 (2021): 2140. http://dx.doi.org/10.3390/molecules26082140.

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In orderto synthesize new pyridazine derivatives anellated with different nitrogen heterocyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose diazotization led to the desired spiro[cyclohexane-1,8′-tetrazolo[1,5-b]pyridazines. The reaction of dihydropyridazinethiones with benzhydrazide afforded the corresponding 7H-spiro[[1,2,4]triazolo

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Afraj, Shakil N., Chinpiao Chen, and Gene-Hsian Lee. "Synthesis of decahydropyrrolo[1,2-a]tetrazolo[1,5-d]pyrazines via Strecker reaction and intramolecular [3+2] cycloaddition." RSC Advances 6, no. 35 (2016): 29783–93. http://dx.doi.org/10.1039/c6ra00063k.

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An efficient method for synthesizing a series of novel (5aS,10R)-10-aryl-5,5a,6,7,8,10-hexahydropyrrolo[1,2-a]tetrazolo[1,5-d]pyrazines by using a catalyst-free three-component Strecker reaction followed by an intramolecular [3+2] cycloaddition.

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Dhayanithi, V., Syed Shafi, K. Kumaran, et al. "Synthesis of selected 5-thio-substituted tetrazole derivatives and evaluation of their antibacterial and antifungal activities." Journal of the Serbian Chemical Society 76, no. 2 (2011): 165–75. http://dx.doi.org/10.2298/jsc090421001d.

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Several 5-thio-substituted tetrazole derivatives were efficiently synthesized by a three-step process. The substituted tetrazol-5-thiol, namely, 1-benzyl-1H-tetrazol-5-thiol (2) was prepared by refluxing commercially available benzyl isothiocyanate (1) with sodium azide in water. The second step was the synthesis of 1-benzyl-5-[(3-bromopropyl) thio]tetrazole (3) by thio alkylation of tetrazol-5-thiol (2) with 1,3- dibromopropane in tetrahydrofuran. Finally, the 5-thio-substituted tetrazole derivatives 4a-i were prepared by condensation of (3) with the corresponding amine or thiol. The structur

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Secrieru, Alina, Rabah Oumeddour, and Maria L. S. Cristiano. "Substituent Effects on EI-MS Fragmentation Patterns of 5-Allyloxy-1-aryl-tetrazoles and 4-Allyl-1-aryl-tetrazole-5-ones; Correlation with UV-Induced Fragmentation Channels." Molecules 26, no. 11 (2021): 3282. http://dx.doi.org/10.3390/molecules26113282.

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1,4- and 1,5-disubstituted tetrazoles possess enriched structures and versatile chemistry, representing a challenge for chemists. In the present work, we unravel the fragmentation patterns of a chemically diverse range of 5-allyloxy-1-aryl-tetrazoles and 4-allyl-1-aryl-tetrazolole-5-ones when subjected to electron impact mass spectrometry (EI-MS) and investigate the correlation with the UV-induced fragmentation channels of the matrix-isolated tetrazole derivatives. Our results indicate that the fragmentation pathways of the selected tetrazoles in EI-MS are highly influenced by the electronic e

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Balabanova, S. P., A. A. Voronin, A. M. Churakov, M. S. Klenov, I. V. Fedyanin, and V. A. Tartakovsky. "A new heterocyclic system of tetrazolo(aminotriazolofurazan)." Russian Chemical Bulletin 73, no. 10 (2024): 2968–73. https://doi.org/10.1007/s11172-024-4414-4.

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