Bromide-assisted chemoselective Heck reaction of 3-bromoindazoles under high-speed ball-milling conditions: synthesis of axitinib

Scholarly Works

• Xu, S.-H.; Chen, J.; Wang, L.; Li, S.-Q.; Bai, J.-F.; Yu, J.; Gao, Z.; Jiang, Z.-J. Mechanochemical deutero-dehalogenation of aryl halides and fluorosulfates with activated aluminum. Organic & biomolecular chemistry 2025, 23, 7993–8000. doi:10.1039/d5ob01023c
• Templ, J.; Borchardt, L. Mechanochemical Strategies Applied to the Late-Stage Modifications of Pharmaceutically Active Compounds. Angewandte Chemie (International ed. in English) 2025, 64, e202503061. doi:10.1002/anie.202503061
• Templ, J.; Borchardt, L. Mechanochemische Methoden mit Anwendung in der Late‐Stage Modifizierung Pharmazeutisch Wirksamer Verbindungen. Angewandte Chemie 2025, 137. doi:10.1002/ange.202503061
• Haneef, J.; Ali, S. Medicinal mechanochemistry: Sustainable and efficient route towards synthesis of active pharmaceutical ingredients. Sustainable Chemistry and Pharmacy 2025, 45, 102044. doi:10.1016/j.scp.2025.102044
• Gujarati, A. V.; Patel, D. K. Immobilization of palladium(II) acetate on a polymer-anchored Schiff base as a new heterogeneous catalyst for three-component one-Pot Mizoroki-Heck coupling via an in situ witting reaction. Dalton transactions (Cambridge, England : 2003) 2025, 54, 4049–4060. doi:10.1039/d4dt03509g
• Recent advances in the mechanochemical synthesis and derivatization of heterocycles. Advances in Heterocyclic Chemistry; Elsevier, 2025; pp 133–224. doi:10.1016/bs.aihch.2025.05.002
• Margetić, D. Description of method. Organic Mechanochemistry; Elsevier, 2025; pp 15–51. doi:10.1016/b978-0-443-23834-5.00002-0
• Margetić, D. Applications. Organic Mechanochemistry; Elsevier, 2025; pp 83–177. doi:10.1016/b978-0-443-23834-5.00004-4
• Pattanayak, P.; Saha, S.; Chatterjee, T.; Ranu, B. C. Sustainable and solvent-free synthesis of molecules of pharmaceutical importance by ball milling. Chemical communications (Cambridge, England) 2024, 61, 247–265. doi:10.1039/d4cc05127k
• Leitão, E. P. T. Comparison of traditional and mechanochemical production processes for nine active pharmaceutical ingredients (APIs). RSC Sustainability 2024, 2, 3655–3668. doi:10.1039/d4su00385c
• Yu, J.; Zhang, Y.; Zheng, Z.; Su, W. Total mechano-synthesis of 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-acrylaldehyde—a pivotal intermediate of pitavastatin. RSC Mechanochemistry 2024, 1, 367–374. doi:10.1039/d4mr00036f
• Hernandez R., R. A.; Nabavi, N.; Patterson, S. J.; Forgione, P. Achieving Regioselective Control for Mechanochemical Reactions: A Planetary Ball‐Milling, Ru‐Catalyzed Synthesis of 3,4‐ and 3,4,5‐Isoxazoles. ChemCatChem 2024, 16. doi:10.1002/cctc.202400406
• Margetic, D. Mechanochemical and Microwave Multistep Organic Reactions. Current Green Chemistry 2024, 11, 172–193. doi:10.2174/2213346110666230830125317
• Wang, G.-W.; Wang, N.; Pan, H.; Shao, G.; Chen, J.-S. Mechanochemistry in organic synthesis. Introduction to Condensed Matter Chemistry; Elsevier, 2024; pp 73–103. doi:10.1016/b978-0-443-16140-7.00012-2
• Brandão, P.; Pineiro, M. doi:10.1002/9781119889878.ch11
• Caravez, J. C.; Wong, M. J.; Kavthe, R. D.; Takale, B. S.; Lipshutz, B. H. Pd-Catalyzed Carbonylations of Aryl/Heteroaryl Halides in Aqueous Micellar Media. ACS Catalysis 2023, 13, 12383–12390. doi:10.1021/acscatal.3c01757
• Fatika, F. A. W.; Anwar, M.; Prasetyo, D. J.; Rizal, W. A.; Suryani, R.; Yuliyanto, P.; Hariyadi, S.; Suwanto, A.; Bahmid, N. A.; Wahono, S. K.; Sriherfyna, F. H.; Poeloengasih, C. D.; Purwono, B.; Agustian, E.; Maryana, R.; Hernawan, H. Facile fabrication of chitosan Schiff bases from giant tiger prawn shells (Penaeus monodon) via solvent-free mechanochemical grafting. International journal of biological macromolecules 2023, 247, 125759. doi:10.1016/j.ijbiomac.2023.125759
• Utecht-Jarzyńska, G.; Kowalczyk, A.; Jasiński, M. Fluorinated and Non-Fluorinated 1,4-Diarylpyrazoles via MnO2-Mediated Mechanochemical Deacylative Oxidation of 5-Acylpyrazolines. Molecules (Basel, Switzerland) 2022, 27, 8446. doi:10.3390/molecules27238446
• Carter, E. M.; Ambrose-Dempster, E.; Ward, J. M.; Sheppard, T. D.; Hailes, H. C. Mechanoenzymatic reactions with whole cell transaminases: shaken, not stirred. Green Chemistry 2022, 24, 3662–3666. doi:10.1039/d2gc01006b
• Bento, O.; Luttringer, F.; Mohy El Dine, T.; Pétry, N.; Bantreil, X.; Lamaty, F. Sustainable Mechanosynthesis of Biologically Active Molecules. European Journal of Organic Chemistry 2022, 2022. doi:10.1002/ejoc.202101516

Explore citations to this article at