Photocatalyzed syntheses of phenanthrenes and their aza-analogues. A review

Scholarly Works

• Desagoni, M.; Nagababu, C.; Punna, N. Expeditious synthesis of CF3-phenanthridones through a base-mediated cross-conjugated vinylogous benzannulation (VBA). Organic & biomolecular chemistry 2024. doi:10.1039/d4ob01480d
• Yin, G.; Huang, J.; Hu, P.; Fu, W. Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: Facile access to CF2H-labelled phenanthridines. Journal of Fluorine Chemistry 2024, 280, 110372. doi:10.1016/j.jfluchem.2024.110372
• Ren, S.; Zhu, J.; Liu, Y. Trifunctionalization of CC bonds in vinyl azides to access densely functionalized phenanthridines enabled by the NCS/AgNO2 system. Organic & biomolecular chemistry 2024, 22, 5982–5986. doi:10.1039/d4ob00905c
• Jiang, J.; Wang, K.-L.; Li, X.; Wu, C.; Ji, H.-T.; Chen, X.; He, W.-M. Electrochemical radical annulation of 2-alkynyl biaryls with diselenides under catalyst- and chemical oxidant-free conditions. Chinese Chemical Letters 2023, 34, 108699. doi:10.1016/j.cclet.2023.108699
• Luo, Q.-X.; Ji, H.-T.; Lu, Y.-H.; Wang, K.-L.; Ou, L.-J.; He, W.-M. Selectfluor-Mediated Electrophilic Annulation of 2-Alkynyl Biaryls with Diorganyl Diselenides. The Journal of organic chemistry 2023, 88, 16790–16796. doi:10.1021/acs.joc.3c01271
• Wang, J.; Jiang, J.; Li, Z. Efficient one-pot syntheses of secondary amines from nitro aromatics and benzyl alcohols over Pd/NiTi-LDH under visible light. Dalton transactions (Cambridge, England : 2003) 2023, 52, 16935–16942. doi:10.1039/d3dt02821f
• Bao, H.; Zheng, L.; Liu, Q.; Han, M.; Li, Y.; Bao, M.; Li, Y.; Yan, P.; Liu, Y. A photocatalytic traceless C–N bond formation/cleavage strategy enabling the use of (α-chiral) alkyl aldehydes as deoxygenative (chiral) alkyl radical equivalents. Organic Chemistry Frontiers 2023, 10, 5551–5558. doi:10.1039/d3qo01059g
• Chen, Y.-Z.; Chen, Y.-M.; Hu, Y.; Qu, J.-P.; Kang, Y.-B. Transalkylation via C-N Bond Cleavage of Amines Catalyzed by Super Organophotoreductant CBZ6. Organic letters 2023, 25, 7518–7522. doi:10.1021/acs.orglett.3c02827
• Balakhonov, R. Y.; Mekeda, I. S.; Shirinian, V. Z. DABCO‐Promoted Selective Photochemical C−N Coupling: Access to Unsymmetrical Azahelicenes. Advanced Synthesis & Catalysis 2023, 365, 3690–3703. doi:10.1002/adsc.202300833
• Tian, M.; Yang, L.; Liu, B.; Chang, J. Synthesis of 9,10‐Phenanthrenes via Rh(III)‐Catalyzed [4+2] Annulation of 2‐Biphenylboronic Acids with Diazo Compounds. Chinese Journal of Chemistry 2023, 41, 1327–1332. doi:10.1002/cjoc.202200687
• Peng, X.; Rahim, A.; Peng, W.; Jiang, F.; Gu, Z.; Wen, S. Recent Progress in Cyclic Aryliodonium Chemistry: Syntheses and Applications. Chemical reviews 2023, 123, 1364–1416. doi:10.1021/acs.chemrev.2c00591
• Belen'kii, L. I.; Gazieva, G. A.; Evdokimenkova, Y. B.; Soboleva, N. O. The literature of heterocyclic chemistry, Part XX, 2020. Advances in Heterocyclic Chemistry; Elsevier, 2023; pp 201–274. doi:10.1016/bs.aihch.2022.10.005
• Jiang, J.; Wang, J.; Li, Z. Efficient One-Pot Syntheses of Secondary Amines from Nitro Aromatics and Benzyl Alcohols Over Pd/Niti-Ldh Under Visible Light. Elsevier BV 2023. doi:10.2139/ssrn.4474943
• Mandal, T.; Mallick, S.; Kumari, N.; De Sarkar, S. Visible-Light-Mediated Synthesis of Phenanthrenes through Successive Photosensitization and Photoredox by a Single Organocatalyst. Organic letters 2022, 24, 8452–8457. doi:10.1021/acs.orglett.2c03612
• Huang, P.-Q.; Su, X.-Y. Tf2O-Promoted Morgan–Walls Reaction: From a Flexible Approach to Functionalized Phenanthridines and Quinazolines to the Short and Divergent Total Syntheses of Alkaloids. Synthesis 2022, 55, 877–891. doi:10.1055/a-1957-4343
• Shan, L.; Li, H.; Min, L.; Weng, Y.; Wang, X.; Hu, Y. Bischler-Napieralski Synthesis of 6-Alkynyl Phenanthridines Based on Tf2O-Promoted Electrophilic Activation of N-Aryl-2-propynamides. The Journal of organic chemistry 2021, 86, 15726–15732. doi:10.1021/acs.joc.1c01543
• Nakamura, K.; Kobayashi, E.; Moriyama, K.; Togo, H. Preparation of 6-substituted phenanthridines from o-biaryl ketoximes via the Beckmann rearrangement. Tetrahedron 2021, 91, 132244. doi:10.1016/j.tet.2021.132244
• Mukherjee, N.; Chatterjee, T. Iodine-Catalyzed Methylthiolative Annulation of 2-Alkynyl Biaryls with DMSO: A Metal-Free Approach to 9-Sulfenylphenanthrenes. The Journal of organic chemistry 2021, 86, 7881–7890. doi:10.1021/acs.joc.1c00861
• Lenardon, G. V.; Nicchio, L.; Fagnoni, M. Photogenerated electrophilic radicals for the umpolung of enolate chemistry. Journal of Photochemistry and Photobiology C: Photochemistry Reviews 2021, 46, 100387. doi:10.1016/j.jphotochemrev.2020.100387
• Muriel, B.; Waser, J. Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds. Angewandte Chemie 2021, 133, 4121–4125. doi:10.1002/ange.202013516

Explore citations to this article at