Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/[3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

Scholarly Works

• Hoffmann, N. Photochemical Synthesis of Fine Chemicals. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering; Elsevier, 2024. doi:10.1016/b978-0-443-15742-4.00013-2
• Zhou, X.; Shi, J.; Song, J.; Pan, W.; Ren, H.; Wu, W. Catalyst‐Free [3+2] Cycloaddition of Isoquinolinium/Pyridinium Ylides and Electron‐Deficient Alkenes. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300563
• Lim, S. H.; Kim, M.-J.; Wee, K.-R.; Cho, D. W. Reaction-Environment-Dependent Photoaddition Reactions of N-Phenyl Amino Acid Esters Possessing a Silyl Group with Fullerene C60: Selective Formation of Aminomethyl-1,2-dihydrofullerenes vs Fulleropyrrolidines. The Journal of organic chemistry 2023, 88, 12294–12310. doi:10.1021/acs.joc.3c00922
• Wu, C.; Shao, M.; Niu, L.; Li, T.; Liang, W.; Kan, J.; Geng, Y.; Dong, Y. Photocatalytic Oxidative [3+2] Cycloaddition for Pyrrolo[2,1‐a]isoquinoline Synthesis Using a Porphyrin‐Based Covalent Organic Framework. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300232
• Hu, W. J.; Liu, N. n.; Wusiman, A. Iron‐catalyzed oxidative [3+2] cycloaddition‐aromatization cascade: Synthesis of pyrrolo‐[2,1‐a]isoquinolines. Journal of Heterocyclic Chemistry 2023, 60, 1633–1640. doi:10.1002/jhet.4669
• Rana, P.; Udari, G.; Sridhar, B.; Prakash Singh, S. Fullerene C70 as Photoredox Catalyst for the Synthesis of Pyrrolo[2,1-a]isoquinolines by 1,3-Dipolar Cycloaddition-Aromatization Sequence. Chemistry (Weinheim an der Bergstrasse, Germany) 2023, 29, e202203354. doi:10.1002/chem.202203354
• Han, Y.-F.; Li, Y.; Ouyang, X.-H.; Hu, M.; Qin, J.-H.; Tan, Z.; Li, J.-H. Metal-free photoinduced alkylative [3 + 2] annulation of terminal alkynes with N-alkyl isoquinolin-2-iums by catalytic isoquinoline-based electron donor–acceptor complex. Organic Chemistry Frontiers 2023, 10, 1173–1181. doi:10.1039/d2qo01754g
• Cui, H.-L.; Chen, X.-H. Synthesis of Pyrrolo[2,1-a]isoquinolines through Cu-Catalyzed Condensation/Addition/Oxidation/Cyclization Cascade. The Journal of organic chemistry 2022, 87, 15435–15447. doi:10.1021/acs.joc.2c01978
• Erande, R. D.; Shivam, S.; Chavan, K. A.; Chauhan, A. N. S. Recent Advances in [3+2]-Cycloaddition-Enabled Cascade Reactions: Application to Synthesize Complex Organic Frameworks. Synlett 2022, 34, 709–728. doi:10.1055/s-0042-1751369
• Li, J.; Jiang, L.-M.; Cheng, F.; Zhou, Y.-J.; Duan, D.-S.; Zhu, D.-Y.; Zhang, K.; Xiong, Z.; Wang, S.-H. Total synthesis of sinopyrine B. Tetrahedron Letters 2022, 106, 154072. doi:10.1016/j.tetlet.2022.154072
• Cui, H.-L.; Chen, X.-H.; Pan, Y.-Y.; Wang, W.-X. Iron-Catalyzed Synthesis of Pyrrolo[2,1-a]isoquinolines via 1,3-Dipolar Cycloaddition/Elimination/Aromatization Cascade and Modifications. Synlett 2022, 33, 1645–1654. doi:10.1055/a-1896-3512
• Nganga, J. B.; Jung, Y. J.; Choi, W. O.; Lee, H.; Lee, J. T.; Lee, J. K. Dibromorhodamine‐based photoredox catalysis under visible light for the colorimetric detection of Hg(II) ion. Bulletin of the Korean Chemical Society 2022, 43, 946–950. doi:10.1002/bkcs.12547
• Cui, H.-L. Recent progress in the synthesis of pyrrolo[2,1-a]isoquinolines. Organic & biomolecular chemistry 2022, 20, 2779–2801. doi:10.1039/d2ob00209d
• Tabassum, S.; Govindaraju, S.; Kendrekar, P. (Mes-Acr-Me)+ClO4– Catalyzed Visible Light-Supported, One-Pot Green Synthesis of 1,8-Naphthyridine-3-Carbonitriles. Topics in Catalysis 2022. doi:10.1007/s11244-022-01583-9
• Manjappa, K. B.; Jhang, J.-W.; Yang, D.-Y.; Lakshmi, K. S. Four‐Component Construction of Coumarin‐Fused Pyrrolo[2,1‐a]isoquinoline: Expedient Synthesis of Lamellarins and Their Regioselective Demethylation. Asian Journal of Organic Chemistry 2021, 11. doi:10.1002/ajoc.202100659
• Jin, J.-K.; Wu, K.; Liu, X.-Y.; Huang, G.-Q.; Huang, Y.-L.; Luo, D.; Xie, M.; Zhao, Y.; Lu, W.; Zhou, X.-P.; He, J.; Li, D. Building a Pyrazole-Benzothiadiazole-Pyrazole Photosensitizer into Metal-Organic Frameworks for Photocatalytic Aerobic Oxidation. Journal of the American Chemical Society 2021, 143, 21340–21349. doi:10.1021/jacs.1c10008
• Li, Z.; Xu, N.; Guo, N.; Zhou, Y.; Lin, L.; Feng, X. Asymmetric Catalytic Synthesis of Hexahydropyrrolo-isoquinolines via Three-Component 1,3-Dipolar-Cycloaddition. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 14841–14845. doi:10.1002/chem.202102476
• Saikia, B. S.; Deb, M. L.; Baruah, P. K. Green synthesis of 1,3-oxazines by visible light-promoted catalyst-free C–H activation/cyclization of tertiary amines. Environmental Chemistry Letters 2021, 20, 109–118. doi:10.1007/s10311-021-01308-6
• Saikia, B. S.; Deb, M. L.; Baruah, P. K. Green synthesis of 1,3-oxazines by visible light-promoted catalyst-free C–H activation/cyclization of tertiary amines. Environmental Chemistry Letters 2021, 1–10.
• Koohgard, M.; Hosseinpour, Z.; Hosseini-Sarvari, M. Dual organic dyes as a pseudo-redox mediation system to promotion of tandem oxidation /[3+2] cycloaddition reactions under visible light. Tetrahedron 2021, 89, 132166. doi:10.1016/j.tet.2021.132166

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