Categories: Synthesis of N-Heterocycles > benzo-fused N-Heterocycles >
Synthesis of 1,2-dihydroquinolines
A facile and efficient iron-catalyzed intramolecular allylic amination of 2-aminophenyl-1-en-3-ols proceeded smoothly to afford 1,2-dihydroquinoline and quinoline derivatives under mild reaction conditions with good yields.
Z. Wang, S. Li, B. Wu, Y. Wang, X. Sun, J. Org. Chem., 2012, 77, 8615-8620.
An efficient synthetic route to 1,2-dihydroquinolines relies on AuCl3/AgSbF6-catalyzed intramolecular allylic amination of 2-tosylaminophenylprop-1-en-3-ols in good yields. The method was shown to be applicable to a broad range of 2-tosylaminophenylprop-1-en-3-ols containing electron-withdrawing, electron-donating, and sterically demanding substrate combinations.P. Kothandaraman, S. J. Foo, P. W. H. Chan, J. Org. Chem., 2009, 74, 5947-5952.
Unprecedented catalyst-controlled divergent cyclizations of Morita-Baylis-Hillman carbonates provide 1,2-dihydroquinolines in the presence of Cs2CO3 or 4H-3,1-benzoxazines in the presence of quinuclidine.
W. Cai, Y. He, Y. Zhou, Y. Huang, J. Org. Chem., 2021, 86, 12267-12276.