Quinolines from the cyclocondensation of isatoic anhydride with ethyl acetoacetate: preparation of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate and derivatives

Scholarly Works

• Cabua, M. C.; He, X.; Secci, F.; Deloisy, S.; Aitken, D. J. Rapid Synthesis of anti-1,3-Diamino-4-phenylbutan-2-ol Building Blocks via a Three-Component Oxyhomologation and a Two-Component Reducing System. ChemistryOpen 2024, e202400279. doi:10.1002/open.202400279
• Kumar, S.; Kaushik, N.; Sahu, J. K.; Jatav, S. "Quinoline analogues and nanocarrier systems: A dual approach to anti-tubercular therapy". European Journal of Medicinal Chemistry Reports 2024, 12, 100212. doi:10.1016/j.ejmcr.2024.100212
• Zhang, X.; Liu, M.; Qiu, W.; Zhang, W. 2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives. Molecules (Basel, Switzerland) 2024, 29, 1241. doi:10.3390/molecules29061241
• Kushwaha, P. Quinoline as a Privileged Structure: A Recent Update on Synthesis and Biological Activities. Current topics in medicinal chemistry 2024, 24, 2377–2419. doi:10.2174/0115680266314303240830074056
• Hart, A. P.; DeGraw, C. J.; Rustin, G. J.; Donahue, M. G.; Pigza, J. A. Squaramide Organocatalyzed Addition of a Masked Acyl Cyanide to β-Nitrostyrenes. The Journal of organic chemistry 2023, 88, 16666–16670. doi:10.1021/acs.joc.3c01838
• Hinton, H.; Patterson, J.; Hume, J.; Patel, K.; Pigza, J. Scalable Preparation of the Masked Acyl Cyanide TBS-MAC. Molecules (Basel, Switzerland) 2023, 28, 5087. doi:10.3390/molecules28135087
• Hasanvand, Z.; Oghabi Bakhshaiesh, T.; Peytam, F.; Firoozpour, L.; Hosseinzadeh, E.; Motahari, R.; Moghimi, S.; Nazeri, E.; Toolabi, M.; Momeni, F.; Bijanzadeh, H.; Khalaj, A.; Baratte, B.; Josselin, B.; Robert, T.; Bach, S.; Esmaeili, R.; Foroumadi, A. Imidazo[1,2-a]quinazolines as novel, potent EGFR-TK inhibitors: Design, synthesis, bioactivity evaluation, and in silico studies. Bioorganic chemistry 2023, 133, 106383. doi:10.1016/j.bioorg.2023.106383
• He, X.; Buchotte, M.; Guillot, R.; Deloisy, S.; Aitken, D. J. A case study of the MAC (masked acyl cyanide) oxyhomologation of N,N-dibenzyl-L-phenylalaninal with anti diastereoselectivity: preparation of (2S,3S)-allophenylnorstatin esters. Organic & biomolecular chemistry 2022, 20, 1769–1781. doi:10.1039/d1ob02411f
• Lázár, L.; Fülöp, F. 1,3-Oxazines and Their Benzo Derivatives. Comprehensive Heterocyclic Chemistry IV; Elsevier, 2022; pp 416–479. doi:10.1016/b978-0-12-818655-8.00008-1
• Murray, B. A. doi:10.1002/9781119531975.ch1
• Sun, J.; Patel, K.; Hume, J. D.; Pigza, J. A.; Donahue, M. G.; Kessl, J. J. Optimized binding of substituted quinoline ALLINIs within the HIV-1 integrase oligomer. The Journal of biological chemistry 2021, 296, 100363. doi:10.1016/j.jbc.2021.100363
• Ganiu, M. O.; Nepal, B.; Van Houten, J. P.; Kartika, R. A decade review of triphosgene and its applications in organic reactions. Tetrahedron 2020, 76, 131553. doi:10.1016/j.tet.2020.131553
• Weyesa, A.; Mulugeta, E. Recent advances in the synthesis of biologically and pharmaceutically active quinoline and its analogues: a review. RSC advances 2020, 10, 20784–20793. doi:10.1039/d0ra03763j
• Kim, E.; Lee, C. Y.; Kim, S.-G. HFIP‐Mediated Decarboxylative [4+3]‐Annulation of Azaoxyallyl Cations with Isatoic Anhydride. Advanced Synthesis & Catalysis 2020, 362, 3594–3603. doi:10.1002/adsc.202000439
• Xie, R.; Lu, G.; Jiang, H.; Zhang, M. Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst. Journal of Catalysis 2020, 383, 239–243. doi:10.1016/j.jcat.2020.01.034
• Weast, S.
• Zhang, X.; Ma, X.; Qiu, W.; Evans, J.; Zhang, W. Cascade Knoevenagel and aza-Wittig reactions for the synthesis of substituted quinolines and quinolin-4-ols. Green Chemistry 2019, 21, 349–354. doi:10.1039/c8gc03180k

Explore citations to this article at