Consecutive hydrazino-Ugi-azide reactions: synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles

Scholarly Works

• Tsygankov, A. V.; Vereshchak, V. O.; Savluk, T. O.; Desenko, S. M.; Ananieva, V. V.; Buravov, O. V.; Sakhno, Y. I.; Shishkina, S. V.; Chebanov, V. A. Ugi bisamides based on pyrrolyl-β-chlorovinylaldehyde and their unusual transformations. Beilstein journal of organic chemistry 2024, 20, 1773–1784. doi:10.3762/bjoc.20.156
• Niu, J.; Wang, Y.; Yan, S.; Zhang, Y.; Ma, X.; Zhang, Q.; Zhang, W. One-pot Ugi-azide and Heck reactions for the synthesis of heterocyclic systems containing tetrazole and 1,2,3,4-tetrahydroisoquinoline. Beilstein journal of organic chemistry 2024, 20, 912–920. doi:10.3762/bjoc.20.81
• Hooshmand, S. E.; Zhang, W. Ugi Four-Component Reactions Using Alternative Reactants. Molecules (Basel, Switzerland) 2023, 28, 1642. doi:10.3390/molecules28041642
• Servín-García, G.; Chacón-García, L.; González-Marrero, J.; Macías-Alonso, M.; Gómez-Hurtado, M. A.; Rodríguez-García, G.; del Río, R. E.; Cortés-García, C. J. Semisynthesis of 6β-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction. In The 26th International Electronic Conference on Synthetic Organic Chemistry, MDPI, 2022; 24. doi:10.3390/ecsoc-26-13552
• Nikoofar, K.; Yielzoleh, F. M. High-component Reactions (HCRs): An Overview of MCRs Containing Seven or More Components as Versatile Tools in Organic Synthesis. Current organic synthesis 2022, 19, 115–147. doi:10.2174/1570179418666210910111208
• Nazeri, M. T.; Nowee, A. B.; Javanbakht, S.; Farhid, H.; Shaabani, A.; Notash, B. Highly efficient azido-Ugi multicomponent reactions for the synthesis of bioactive tetrazoles bearing sulfonamide scaffolds. Tetrahedron 2021, 91, 132243. doi:10.1016/j.tet.2021.132243
• Dehghan, N.; Nasr-Isfahani, H.; Sarvary, A.; Bakherad, M. Synthesis of bis(1,5‐disubstituted tetrazoles) via double four component Azido‐Ugi reaction. Journal of Heterocyclic Chemistry 2020, 58, 350–356. doi:10.1002/jhet.4178
• Pandit, C.; Dholaria, P.; Kapadiya, K. M. Anticancer Evaluation of 1,5-Disubstituted Tetrazoles usingUgi-Azide Four-Component Reactions (UA-4CRs). Asian Journal of Organic & Medicinal Chemistry 2019, 4, 216–221. doi:10.14233/ajomc.2019.ajomc-p204
• Zhi, S.; Ma, X.; Zhang, W. Consecutive multicomponent reactions for the synthesis of complex molecules. Organic & biomolecular chemistry 2019, 17, 7632–7650. doi:10.1039/c9ob00772e
• de Fátima S. Barreto, A.; Andrade, C. K. Z. Synthesis of (macro)heterocycles by consecutive/repetitive isocyanide-based multicomponent reactions. Beilstein journal of organic chemistry 2019, 15, 906–930. doi:10.3762/bjoc.15.88
• Salahi, S.; Ghandi, M.; Abbasi, A. An Efficient Ugi‐Azide Four‐Component Approach for the Preparation of Novel 1‐(1H‐tetrazol‐5‐yl)‐10‐chloro‐1,2,3,4‐tetrahydropyrazino[1,2‐a] Indoles. Journal of Heterocyclic Chemistry 2019, 56, 1296–1305. doi:10.1002/jhet.3499
• Neochoritis, C. G.; Zhao, T.; Dömling, A. Tetrazoles via Multicomponent Reactions. Chemical reviews 2019, 119, 1970–2042. doi:10.1021/acs.chemrev.8b00564
• Méndez, Y.; De Armas, G.; Pérez, I.; Rojas, T.; Valdés-Tresanco, M. E.; Izquierdo, M.; del Rivero, M. A.; Alvarez-Ginarte, Y. M.; Valiente, P. A.; Soto, C.; de León, L.; Vasco, A. V.; Scott, W. L.; Westermann, B.; González-Bacerio, J.; Rivera, D. G. Discovery of potent and selective inhibitors of the Escherichia coli M1-aminopeptidase via multicomponent solid-phase synthesis of tetrazole-peptidomimetics. European journal of medicinal chemistry 2018, 163, 481–499. doi:10.1016/j.ejmech.2018.11.074
• de Fátima S. Barreto, A.; Andrade, C. K. Z. Microwave-mediated synthesis of a cyclic heptapeptoid through consecutive Ugi reactions. Tetrahedron 2018, 74, 6861–6865. doi:10.1016/j.tet.2018.10.018
• Varga, V.; Milen, M.; Ábrányi-Balogh, P. Propylphosphonic anhydride (T3P®) mediated synthesis of 3-oxoisoindoline-1-carboxamides from 2-formylbenzoic acid, amines, and isocyanides. Preparation of isoindolinone alkaloids. Tetrahedron Letters 2018, 59, 3683–3689. doi:10.1016/j.tetlet.2018.08.063

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