此反应是指邻胺基醛或酮与另一分子有α-亚甲基的酮反应得到喹啉的反应。反应中胺酮缩合,得到的中间体经过酸或碱催化环脱水得到喹啉。
反应机理:
最新文献
Rapid and efficient synthesis of poly-substituted quinolines assisted by p-toluene sulphonic acid under solvent-free conditions: comparative study of microwave irradiation versus conventional heating
C.-S. Jia, Z. Zhang, S.-J. Tu, G.-W. Wang, Org. Biomol. Chem., 2006, 4, 104-110.
Molecular iodine: a highly efficient catalyst in the synthesis of quinolines via Friedländer annulation
J. Wu, H.-G. Xia, K. Gao, Org. Biomol. Chem., 2006, 4, 126-129.
Transition-Metal-Free Indirect Friedländer Synthesis of Quinolines from Alcohols
R. Martínez, D. J. Ramón, M. Yus, J. Org. Chem., 2008, 73, 9778-9780.
Silver Phosphotungstate: A Novel and Recyclable Heteropoly Acid for Friedländer Quinoline Synthesis
J. S. Yadav, B. V. S. Reddy, P. Sreedhar, R. S. Rao, K. Nagaiah, Synthesis, 2004, 2381-2385.
Efficient and Rapid Friedlander Synthesis of Functionalized Quinolines Catalyzed by Neodymium(III) Nitrate Hexahydrate
R. Varala, R. Enugala, S. R. Adapa, Synthesis, 2006, 3825-3830.
Ionic Liquid-Promoted Regiospecific Friedlander Annulation: Novel Synthesis of Quinolines and Fused Polycyclic Quinolines
S. S. Palimkar, S. A. Siddiqui, T. Daniel, R. J. Lahoti, K. V. Srinivasan, J. Org. Chem., 2003, 68, 9371-9378.
Synthesis of Quinolines via Friedländer Reaction in Water and under Catalyst-Free Conditions
Q. Shen, L. Wang, J. Yu, M. Liu, J. Qiu, L. Fang, F. Guo, J. Tang, Synthesis, 2012, 44, 389-392.
One-Pot Friedländer Quinoline Synthesis: Scope and Limitations
A.-H. Li, D. J. Beard, H. Coate, A. Honda, M. Kadablbajoo, A. Kleinberg, R. Laufer, K. M. Mulvihill, A. Nigro, P. Rastogi, M. W. Siu, A. G. Steinig, T. Wang, D. Werner, A. P. Crew, M. J. Mulvihill, Synthesis, 2010, 1629-1632.
Highly Regioselective Friedländer Annulations with Unmodified Ketones Employing Novel Amine Catalysts: Syntheses of 2-Substituted Quinolines, 1,8-Naphthyridines, and Related Heterocycles
P. G. Dormer, K. K. Eng, R. N. Farr, G. H. Humphrey, J. C. McWilliams, P. J. Reider, J. W. Sager, R. P. Volante, J. Org. Chem., 2003, 68, 467-477.
Solvent-Free Enantioselective Friedländer Condensation with Wet 1,1′-Binaphthalene-2,2′-diamine-Derived Prolinamides as Organocatalysts
A. Bañón-Caballero, G. Guillena, C. Nájera, J. Org. Chem., 2013, 78, 5349-5356.