The chemistry of isoindole natural products

Klaus Speck and Thomas Magauer
Beilstein J. Org. Chem. 2013, 9, 2048–2078. https://doi.org/10.3762/bjoc.9.243

Cite the Following Article

The chemistry of isoindole natural products
Klaus Speck and Thomas Magauer
Beilstein J. Org. Chem. 2013, 9, 2048–2078. https://doi.org/10.3762/bjoc.9.243

How to Cite

Speck, K.; Magauer, T. Beilstein J. Org. Chem. 2013, 9, 2048–2078. doi:10.3762/bjoc.9.243

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

  • Abbas, H.; Fatima, N.; Khalid, S.; Ahmad, M.; Rasool, N.; Malik, A.; Imran, M. Synthesis of Anti‐Alzheimer Molecules: Bridging Chemical Approaches to Pharmaceuticals. ChemistrySelect 2025, 10. doi:10.1002/slct.202405965
  • Jayaraj, P.; Krishnamoorthy, R.; Adhikari, P.; Singh, M.; Rajamanickam, S.; Dhillon, D.; Muthukumaran, J.; Anaikutti, P. Isoindolinone Derivatives: Synthesis, In Vitro Anticancer, Antioxidant, and Molecular Docking Studies. ChemistrySelect 2025, 10. doi:10.1002/slct.202500106
  • Majerová, S.; Chlupatý, T.; Samsonov, M. A.; Cvačka, J.; Procházková, E.; Růžička, A. Addition of Lithium Silylamides to 1,2-Dicyanobenzene: Isoindoline-1,3-diimine Derivatives Investigated by NMR/XRD/DFT Approach. Inorganic chemistry 2025, 64, 7592–7606. doi:10.1021/acs.inorgchem.5c00573
  • Kumar, A.; G S, S.; Yatham, V. R. Photocatalytic hydroalkylation of 3-methyleneisoindolin-1-ones with unactivated alkyl iodides. Chemical communications (Cambridge, England) 2025, 61, 6340–6343. doi:10.1039/d5cc00491h
  • Kagho, M. D.; Schmidt, K.; Lambert, C.; Jia, L.; Venkatakrishnan, V.; Mehr, L.; Bylund, J.; Rottner, K.; Stadler, M.; Stradal, T. E. B.; Klahn, P. NQO1-Responsive Prodrug for in Cellulo Release of Cytochalasin B as Cancer Cell-Targeted Migrastatic. Small (Weinheim an der Bergstrasse, Germany) 2025, e2410861. doi:10.1002/smll.202410861
  • Turksoy, A.; Weßels, A.; Deckers, K.; Nielsen, C. D.-T.; Schoenebeck, F. A Photo- and Electrochemistry-Triggered Redox-Neutral Cyclization Strategy to Access Cyclic N-CF3 Amides. Organic letters 2025, 27, 2908–2912. doi:10.1021/acs.orglett.5c00355
  • Ueno, R.; Hirano, S.; Takaya, J. Pyrrolidine synthesis via ring contraction of pyridines. Nature communications 2025, 16, 2426. doi:10.1038/s41467-025-57527-w
  • Liu, H.-Q.; Cao, J.-W.; Tang, W.; Lin, Z.-F.; Li, K.; Xu, W.-J.; Zhang, Z.-B.; Liu, Y.-F.; Yang, G.-P. A crystalline Sm(III)-containing antimonotungstate with efficient catalytic activity in three-component reaction for isoindolinones synthesis. Rare Metals 2025. doi:10.1007/s12598-024-03179-6
  • Wong, K. S.; Ghanbari, M.; Arndtsen, B. A. Design of a modular, palladium-catalyzed carbonylative synthesis of pyrido[2,1-α]isoindoles via benzyne 1,3-dipolar cycloaddition. Chemical communications (Cambridge, England) 2025, 61, 4192–4195. doi:10.1039/d4cc06483f
  • Huang, B.; Zou, J.; Wang, S.; Lu, H. Skeletal Editing of Isoindolines to Tetralins. Chemistry (Weinheim an der Bergstrasse, Germany) 2025, 31, e202404518. doi:10.1002/chem.202404518
  • Simhadri, V. K.; Sur, R.; Yatham, V. R. CO2•- Enabled Synthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams. The Journal of organic chemistry 2025, 90, 3557–3562. doi:10.1021/acs.joc.4c02490
  • Ashatkina, M. A.; Shamshina, D. I.; Shiryaev, V. A.; Vostruhina, S. Y.; Reznikov, A. N.; Klimochkin, Y. N. Asymmetric Synthesis of Isoindolin-1-ones from Enamides via Pd-Catalyzed Intramolecular Reductive Heck Reaction. Russian Journal of General Chemistry 2025, 95, 30–34. doi:10.1134/s1070363224612419
  • Li, X.; Wang, X.-Z.; Shen, B.; Chen, Q.-Y.; Xiang, H.; Yu, P.; Liu, P.-N. Organocatalyzed diastereo- and enantioselective synthesis of N-N atropisomeric isoindolinones bearing central chirality. Nature communications 2025, 16, 1662. doi:10.1038/s41467-025-56838-2
  • Liu, M.; Shi, L.; Zheng, L.; Gao, Q.; Zhang, Z.; Xiang, J. Electroselective and Controlled Cross-Coupling of Isoindolinones with Alcohols. The Journal of organic chemistry 2025, 90, 2348–2361. doi:10.1021/acs.joc.4c02838
  • Wang, Q.; Pan, Y.-L.; Liang, R.-X.; Hu, Y.-Y.; Jia, Y.-X. Synthesis of 3-propargyl isoindolinones by Pd/Cu-catalyzed enantioselective Heck/Sonogashira reaction of enamides. Organic & biomolecular chemistry 2025, 23, 1073–1077. doi:10.1039/d4ob01881h
  • Xue, H.-Z.; Wen, Z.; Zhou, X.-M.; Ni, H.-L.; Chen, L. In(III)-Catalyzed 1,2-Hydrophosphorylation of 3-Alkynyl-3-hydroxyisoindolinones to 3,3-Disubstituted Isoindolinones Featuring Both Phosphoryl and Alkynyl Groups at the C3-Position. The Journal of organic chemistry 2025, 90, 1740–1754. doi:10.1021/acs.joc.4c02035
  • Yin, L.; Niu, T.; Li, L.; Yu, W.; Han, B.; Rehman, A.; Zeng, K. Research advancements in molecular glues derived from natural product scaffolds: Chemistry, targets, and molecular mechanisms. Chinese herbal medicines 2025, 17, 235–245. doi:10.1016/j.chmed.2025.01.001
  • Wang, L.; Zhang, W.; Wu, S.; Wu, Q.; Han, Y.; Yan, C.-G.; Zhang, G. Enantioselective Synthesis of Isoindolinone by Sequential Palladium-Catalyzed Aza-Heck/Suzuki Coupling Reaction. Organic letters 2024, 27, 235–240. doi:10.1021/acs.orglett.4c04239
  • Ibragimova, U. M.; Valuisky, N. V.; Sorokina, S. A.; Zhukova, X. I.; Raiberg, V. R.; Litvinov, R. A. Antiglycation Activity of Isoindole Derivatives and Its Prediction Using Frontier Molecular Orbital Energies. Molecular Biology 2024, 58, 1157–1164. doi:10.1134/s0026893324700638
  • Yadav, M. S.; Jaiswal, M. K.; Kumar, S.; Singh, S. K.; Garai, S.; Tiwari, V. K. Substrate-Dependent Stereoselective Synthesis of Pyrrolo[3,4-b]Pyridin-5-Ones and Pyridyl Isoindoline-1-Ones Using Bis(benzotriazol-1-yl) Ligand. Chemistry, an Asian journal 2024, 20, e202401301. doi:10.1002/asia.202401301

Patents

  • WOOD JOHN L; KONG KE; GAYLER KEVIN. Indolocarbazole analogs of staurosporine and methods of synthesis thereof. US 11993611 B2, May 28, 2024.
  • WOOD JOHN L; KONG KE; GAYLER KEVIN. INDOLOCARBAZOLE ANALOGS OF STAUROSPORINE AND METHODS OF SYNTHESIS THEREOF. US 20220002315 A1, Jan 6, 2022.
Other Beilstein-Institut Open Science Activities