Hypervalent iodine/TEMPO-mediated oxidation in flow systems: a fast and efficient protocol for alcohol oxidation

Nida Ambreen, Ravi Kumar and Thomas Wirth
Beilstein J. Org. Chem. 2013, 9, 1437–1442. https://doi.org/10.3762/bjoc.9.162

Cite the Following Article

Hypervalent iodine/TEMPO-mediated oxidation in flow systems: a fast and efficient protocol for alcohol oxidation
Nida Ambreen, Ravi Kumar and Thomas Wirth
Beilstein J. Org. Chem. 2013, 9, 1437–1442. https://doi.org/10.3762/bjoc.9.162

How to Cite

Ambreen, N.; Kumar, R.; Wirth, T. Beilstein J. Org. Chem. 2013, 9, 1437–1442. doi:10.3762/bjoc.9.162

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Naik, P.; García-Lacuna, J.; O'Neill, P.; Baumann, M. Continuous Flow Oxidation of Alcohols Using TEMPO/NaOCl for the Selective and Scalable Synthesis of Aldehydes. Organic Process Research & Development 2023. doi:10.1021/acs.oprd.3c00237
  • Leifert, D.; Studer, A. Organic Synthesis Using Nitroxides. Chemical reviews 2023, 123, 10302–10380. doi:10.1021/acs.chemrev.3c00212
  • Herkommer, D.; Hunter, S.; Lynn, S. M.; Manley, D.; Rushworth, P.; Slater, F.; Strachan, J. B.; Woods, M. Development of an Improved Route to a Human Immunodeficiency Virus Maturation Inhibitor by Chromium-Free Allylic Oxidation and an Efficient Asymmetric Henry Reaction. Organic Process Research & Development 2022, 26, 288–298. doi:10.1021/acs.oprd.1c00374
  • Jian, C.; Mengjing, Z.; Fuwei, X.; Junfeng, L.; Hongjun, Y.; Zhipeng, M. Research Progress on Microreactor Technology in Oxidation Reactions. Current Organic Chemistry 2021, 25, 1235–1245. doi:10.2174/1385272825666210319092545
  • Ghosh, A. K.; Hsu, C.-S. Enantioselective Total Synthesis of (+)-EBC-23, a Potent Anticancer Agent from the Australian Rainforest. The Journal of organic chemistry 2021, 86, 6351–6360. doi:10.1021/acs.joc.1c00172
  • Gérardy, R.; Debecker, D. P.; Estager, J.; Luis, P.; Monbaliu, J.-C. Continuous Flow Upgrading of Selected C2-C6 Platform Chemicals Derived from Biomass. Chemical reviews 2020, 120, 7219–7347. doi:10.1021/acs.chemrev.9b00846
  • Shinde, S.; Rode, C. V. 2,5-Diformylfuran—an oxidation product of 5-hydroxymethylfurfural. Biomass, Biofuels, Biochemicals; Elsevier, 2020; pp 95–133. doi:10.1016/b978-0-444-64307-0.00004-4
  • Chipman, A.; Farshadfar, K.; Smith, J. A.; Yates, B. F.; Ariafard, A. DFT-Based Comparison between Mechanistic Aspects of Amine and Alcohol Oxidation Mediated by IBX. The Journal of organic chemistry 2019, 85, 515–525. doi:10.1021/acs.joc.9b02583
  • Beejapur, H. A.; Zhang, Q.; Hu, K.; Zhu, L.; Wang, J.; Ye, Z. TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous. ACS Catalysis 2019, 9, 2777–2830. doi:10.1021/acscatal.8b05001
  • Gérardy, R.; Emmanuel, N.; Toupy, T.; Kassin, V.-E.; Tshibalonza, N. N.; Schmitz, M.; Monbaliu, J.-C. Continuous Flow Organic Chemistry: Successes and Pitfalls at the Interface with Current Societal Challenges. European Journal of Organic Chemistry 2018, 2018, 2301–2351. doi:10.1002/ejoc.201800149
  • Vasconcelos, S. N. S.; Fornari, E.; Caracelli, I.; Stefani, H. A. Synthesis of α-amino-1,3-dicarbonyl compounds via Ugi flow chemistry reaction: access to functionalized 1,2,3-triazoles. Molecular diversity 2017, 21, 893–902. doi:10.1007/s11030-017-9764-5
  • Pennemann, H.; Kolb, G. Review: Microstructured reactors as efficient tool for the operation of selective oxidation reactions. Catalysis Today 2016, 278, 3–21. doi:10.1016/j.cattod.2016.04.032
  • Verma, A.; Kumar, S. Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp3)–C(sp2) Bond: Synthesis of Substituted Benzoxazinones. Organic letters 2016, 18, 4388–4391. doi:10.1021/acs.orglett.6b02142
  • Gemoets, H. P. L.; Su, Y.; Shang, M.; Hessel, V.; Luque, R.; Noël, T. Liquid phase oxidation chemistry in continuous-flow microreactors. Chemical Society reviews 2016, 45, 83–117. doi:10.1039/c5cs00447k
  • Nocquet-Thibault, S.; Rayar, A.; Retailleau, P.; Cariou, K.; Dodd, R. H. Iodine(III)‐Mediated Diazidation and Azido‐oxyamination of Enamides. Chemistry (Weinheim an der Bergstrasse, Germany) 2015, 21, 14205–14210. doi:10.1002/chem.201501782
  • Ager, D. J. ACS Symposium Series - Managing Hazardous Reactions and Compounds in Process Chemistry. ACS Symposium Series; American Chemical Society, 2014; pp 285–351. doi:10.1021/bk-2014-1181.ch012
  • Ambreen, N.; Wirth, T. High-Temperature Synthesis of Amides from Alcohols or Aldehydes by Using Flow Chemistry. European Journal of Organic Chemistry 2014, 2014, 7590–7593. doi:10.1002/ejoc.201403280
  • Chaudhuri, S. R.; Hartwig, J.; Kupracz, L.; Kodanek, T.; Wegner, J.; Kirschning, A. Oxidations of Allylic and Benzylic Alcohols under Inductively‐Heated Flow Conditions with Gold‐Doped Superparamagnetic Nanostructured Particles as Catalyst and Oxygen as Oxidant. Advanced Synthesis & Catalysis 2014, 356, 3530–3538. doi:10.1002/adsc.201400261
  • Asadi, M.; Bonke, S. A.; Polyzos, A.; Lupton, D. W. Fukuyama Reduction and Integrated Thioesterification/Fukuyama Reduction of Thioesters and Acyl Chlorides Using Continuous Flow. ACS Catalysis 2014, 4, 2070–2074. doi:10.1021/cs5004917
  • Newton, S.; Carter, C. F.; Pearson, C. M.; de C. Alves, L.; Lange, H.; Thansandote, P.; Ley, S. V. Accelerating Spirocyclic Polyketide Synthesis using Flow Chemistry. Angewandte Chemie (International ed. in English) 2014, 53, 4915–4920. doi:10.1002/anie.201402056
Other Beilstein-Institut Open Science Activities