One-pot multistep mechanochemical synthesis of fluorinated pyrazolones

Joseph L. Howard, William Nicholson, Yerbol Sagatov and Duncan L. Browne
Beilstein J. Org. Chem. 2017, 13, 1950–1956. https://doi.org/10.3762/bjoc.13.189

Supporting Information

Information about the data that underpins the results presented in this article, including how to access them, can be found in the Cardiff University data catalogue at doi.org/10.17035/d.2017.0038572887.

Supporting Information File 1: Experimental part.
Format: PDF Size: 3.2 MB Download

Cite the Following Article

One-pot multistep mechanochemical synthesis of fluorinated pyrazolones
Joseph L. Howard, William Nicholson, Yerbol Sagatov and Duncan L. Browne
Beilstein J. Org. Chem. 2017, 13, 1950–1956. https://doi.org/10.3762/bjoc.13.189

How to Cite

Howard, J. L.; Nicholson, W.; Sagatov, Y.; Browne, D. L. Beilstein J. Org. Chem. 2017, 13, 1950–1956. doi:10.3762/bjoc.13.189

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.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 147.5 KB Download

Citations to This Article

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

Scholarly Works

  • Yu, S.; Cheng, Y.; Pan, C.; Yu, J.-T. Visible-light-induced cascade cyclization of N-acrylohydrazides toward functionalized pyrazolones and the application in drug modification. Organic & biomolecular chemistry 2025, 23, 8902–8907. doi:10.1039/d5ob01389e
  • Wang, L.; Zhang, Y.; Xu, H.; Zhang, Z. Mechanosynthesis of N-heterocyclic compounds via ball milling. Tetrahedron 2025, 185, 134842. doi:10.1016/j.tet.2025.134842
  • Phongsuk, N.; Chaemchamrat, C.; Saothayanun, T. K.; Weeranoppanant, N.; Bureekaew, S. Efficient solvent-free mechanochemical synthesis of CALF-20 for carbon dioxide capture. CrystEngComm 2025, 27, 5959–5964. doi:10.1039/d5ce00632e
  • Medina, J. A.; Matarín, A.; Sobarzo, P. A.; Terraza, C. A.; Maya, E. M. Mechanochemical synthesis of poly(azomethine)s: a sustainable vehicle for metallic supports in valorisation of glycerol. Materials Advances 2025, 6, 6500–6507. doi:10.1039/d5ma00197h
  • Pissinati, E. F.; Azizzade, M.; Opatz, T.; Paixão, M. W. Photoredox‐Catalyzed Synthesis of a Novel Class of Fluoroalkyl Pyrazolones. Advanced Synthesis & Catalysis 2025. doi:10.1002/adsc.70118
  • Han, J.; Wzorek, A.; Ono, T.; Klika, K.; Soloshonok, V. MECHANOCHEMICAL SYNTHESIS OF FLUORINE-CONTAINING HETEROCYCLES VIA BALL MILLING. Ukrainian Chemistry Journal 2025, 91, 35–55. doi:10.33609/2708-129x.91.7.2025.35-55
  • Liu, C.-H.; Zhang, Z.-W.; Zhao, Z.-J.; Jiang, J.; Yang, Z.; Wang, Z.-L.; He, W.-M. Dual Role of Trifluoromethyl Thianthrenium Triflate in Self-Catalyzed Phototandem Trifluoromethyl/Cyclization of N-Methacryloyl Aldehyde Hydrazones in EtOH. The Journal of organic chemistry 2025, 90, 11982–11989. doi:10.1021/acs.joc.5c01659
  • Rashid, M.; Kasana, S.; Nigam, V.; Islam, M. M.; Sanan, R.; Kurmi, B. D.; Asati, V.; Gupta, G. D.; Patel, P. Ball-mill-assisted mechanochemical approaches for heterocyclic compound synthesis (2015-2024). Molecular diversity 2025. doi:10.1007/s11030-025-11176-9
  • Xu, Q.; Sun, R.; Wang, J.; He, X. Mechanochemical Synthesis of (2-Hydroxyphenyl)(3- quinolinyl)ketone. Chinese Journal of Organic Chemistry 2025, 45, 2416. doi:10.6023/cjoc202411009
  • Cyniak, J. S.; Kasprzak, A. Mechanochemical Synthesis of Molecular Chemoreceptors. ACS omega 2024, 9, 48870–48883. doi:10.1021/acsomega.4c06566
  • Evangelista, E.; Cunha, S. Mechanosynthesis of Enaminones and Mechanochemical Telescopic Synthesis of β,γ‐unsaturated Butyrolactams. Asian Journal of Organic Chemistry 2024, 14. doi:10.1002/ajoc.202400434
  • Thombare, K. R.; Parida, S. K.; Meher, P.; Murarka, S. Photoredox-catalyzed arylative and aryl sulfonylative radical cascades involving diaryliodonium reagents: synthesis of functionalized pyrazolones. Chemical communications (Cambridge, England) 2024, 60, 13907–13910. doi:10.1039/d4cc05086j
  • Adak, L.; Roy, K.; Saha, A.; Sahoo, S.; Banerjee, S.; Mukhopadhyay, C. D.; Banerjee, S. Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents. Synlett 2024, 35, 2487–2495. doi:10.1055/a-2378-1847
  • Stankovianska, K.; Némethová, V.; Peňaška, T.; Borko, J.; Mečiarová, M.; Šebesta, R. Fluorinated Chiral Pyrans Obtained via Mechanochemical Organocatalytic Michael/oxa‐Michael Cascade. European Journal of Organic Chemistry 2024, 27. doi:10.1002/ejoc.202400588
  • Panda, S. P.; Dash, R.; Hota, S. K.; Murarka, S. Photodecarboxylative Radical Cascade Involving N-(Acyloxy)phthalimides for the Synthesis of Pyrazolones. Organic letters 2024, 26, 3667–3672. doi:10.1021/acs.orglett.4c01176
  • Roy, R.; Kumar, R.; Ansari, M. N.; Deshmukh, G. S.; Rai, A. K.; Tripathi, G.; Kumar, A. Energy-efficient Approach to Multicomponent Reaction for the Synthesis of Therapeutically Relevant Heterocycles. Current Organic Chemistry 2023, 27, 1762–1778. doi:10.2174/0113852728264863231017071522
  • Borodkin, G. I. Mechanochemical synthesis of organohalogen compounds: a synthetic chemist's view. Russian Chemical Reviews 2023, 92, RCR5091. doi:10.59761/rcr5091
  • Debnath, S.; Chauhan, S.; Kumara Swamy, K. C. (3 + 3) Annulation of acetoxy allenoates with enolisable carbonyl substrates leading to fused pyrans. Organic & biomolecular chemistry 2023, 21, 5021–5032. doi:10.1039/d3ob00597f
  • Roy, K.; Sahoo, S.; Saha, A.; Adak, L. Ball Milling in Organic Transformations. Current Organic Chemistry 2023, 27, 153–165. doi:10.2174/1385272827666221223143844
  • Lopat'eva, E. R.; Budnikov, A. S.; Krylov, I. B.; Alekseenko, A. L.; Ilovaisky, A. I.; Glinushkin, A. P.; Terent'ev, A. O. 4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi. Agrochemicals 2023, 2, 34–46. doi:10.3390/agrochemicals2010004
Other Beilstein-Institut Open Science Activities