Unusual behavior in the reactivity of 5-substituted-1H-tetrazoles in a resistively heated microreactor

Scholarly Works

• Sullivan, R. J.; Newman, S. G. Durchflussunterstützte Synthese von Heterocyclen bei hohen Temperaturen. Flow-Chemie für die Synthese von Heterocyclen; Springer International Publishing, 2024; pp 177–203. doi:10.1007/978-3-031-51912-3_4
• Althomali, R. H.; Al-Hawary, S. I. S.; Abdullaev, S. S.; Abid, M. K.; Alawadi, A. H.; Hadi, A. A New and Efficient Electro Organic Method for Synthesis of Methyl Cinnamate Derivatives via Heck Reaction Under Green Conditions. Catalysis Surveys from Asia 2024, 28, 200–208. doi:10.1007/s10563-023-09418-7
• Nandi, G. C.; Jesin, C. P. I.; Kataria, R. Synthesis of α-Sulfoximino Tetrazoles via Azido-Ugi Four-Component Reaction. SynOpen 2022, 6, 319–328. doi:10.1055/a-1981-9151
• Nasrollahzadeh, M.; Motahharifar, N.; Nezafat, Z.; Shokouhimehr, M. Chitosan supported 1-phenyl-1H-tetrazole-5-thiol ionic liquid copper(II) complex as an efficient catalyst for the synthesis of arylaminotetrazoles. Journal of Molecular Liquids 2021, 341, 117398. doi:10.1016/j.molliq.2021.117398
• Hone, C. A.; Kappe, C. O. Towards the Standardization of Flow Chemistry Protocols for Organic Reactions. Chemistry–Methods 2021, 1, 454–467. doi:10.1002/cmtd.202100059
• Salaklang, J.; Mertens, E.; Maes, V.; Dams, R.; Dermaut, W.; Junkers, T. Telescoped continuous flow synthesis of phenyl acrylamide. Journal of Flow Chemistry 2020, 10, 673–679. doi:10.1007/s41981-020-00113-6
• Motahharifar, N.; Nasrollahzadeh, M.; Taheri-Kafrani, A.; Varma, R. S.; Shokouhimehr, M. Magnetic chitosan-copper nanocomposite: A plant assembled catalyst for the synthesis of amino- and N-sulfonyl tetrazoles in eco-friendly media. Carbohydrate polymers 2019, 232, 115819. doi:10.1016/j.carbpol.2019.115819
• Tissot, M.; Jacq, J.; Pasau, P. Stereospecific Amination of Mesylated Cyclobutanol in Continuous Flow. Organic Process Research & Development 2019, 24, 802–806. doi:10.1021/acs.oprd.9b00381
• Hone, C. A.; Lopatka, P.; Munday, R. H.; O’Kearney-McMullan, A.; Kappe, C. O. Continuous‐flow Synthesis of Aryl Aldehydes by Pd‐catalyzed Formylation of Aryl Bromides Using Carbon Monoxide and Hydrogen. ChemSusChem 2018, 12, 326–337. doi:10.1002/cssc.201802261
• Sullivan, R. J.; Newman, S. G. Flow-Assisted Synthesis of Heterocycles at High Temperatures. Topics in Heterocyclic Chemistry; Springer International Publishing, 2018; pp 161–186. doi:10.1007/7081_2018_18
• Chen, Y.; Hone, C. A.; Gutmann, B.; Kappe, C. O. Continuous Flow Synthesis of Carbonylated Heterocycles via Pd-Catalyzed Oxidative Carbonylation Using CO and O2 at Elevated Temperatures and Pressures. Organic Process Research & Development 2017, 21, 1080–1087. doi:10.1021/acs.oprd.7b00217
• Gutmann, B.; Elsner, P.; Cox, D. P.; Weigl, U.; Roberge, D. M.; Kappe, C. O. Toward the Synthesis of Noroxymorphone via Aerobic Palladium-Catalyzed Continuous Flow N-Demethylation Strategies. ACS Sustainable Chemistry & Engineering 2016, 4, 6048–6061. doi:10.1021/acssuschemeng.6b01371
• Glasnov, T. N. Continuous-Flow Chemistry in the Research Laboratory - Organic Synthesis in Dedicated Continuous Flow Systems: Cycloaddition Reactions. Continuous-Flow Chemistry in the Research Laboratory; Springer International Publishing, 2016; pp 39–47. doi:10.1007/978-3-319-32196-7_5
• Kant, R.; Singh, V.; Agarwal, A. An efficient and economical synthesis of 5-substituted 1H-tetrazoles via Pb(II) salt catalyzed [3+2] cycloaddition of nitriles and sodium azide. Comptes Rendus. Chimie 2016, 19, 306–313. doi:10.1016/j.crci.2015.11.016
• Malik, E. M.; Baqi, Y.; Müller, C. E. Syntheses of 2-substituted 1-amino-4-bromoanthraquinones (bromaminic acid analogues) - precursors for dyes and drugs. Beilstein journal of organic chemistry 2015, 11, 2326–2333. doi:10.3762/bjoc.11.253
• Bi, Y.-G.; Feng, Y.; Li, Y.; Wu, B.-D.; Zhang, T. Synthesis, structure, and thermal decomposition of two copper coordination compounds [Cu(DAT)2(PA)2] and [Cu(DAT)2(HTNR)2] with nitrogen rich 1,5-diaminotetrazole (DAT). Journal of Coordination Chemistry 2014, 68, 181–194. doi:10.1080/00958972.2014.981167
• Cantillo, D.; Kappe, C. O. Immobilized Transition Metals as Catalysts for Cross‐Couplings in Continuous Flow—A Critical Assessment of the Reaction Mechanism and Metal Leaching. ChemCatChem 2014, 6, 3286–3305. doi:10.1002/cctc.201402483
• Wiles, C.; Watts, P. Continuous process technology: a tool for sustainable production. Green Chem. 2014, 16, 55–62. doi:10.1039/c3gc41797b
• Damm, M.; Gutmann, B.; Kappe, C. O. Continuous-flow synthesis of adipic acid from cyclohexene using hydrogen peroxide in high-temperature explosive regimes. ChemSusChem 2013, 6, 978–982. doi:10.1002/cssc.201300197
• Reichart, B.; Kappe, C. O. High-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles. Tetrahedron Letters 2012, 53, 952–955. doi:10.1016/j.tetlet.2011.12.043

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