Categories: Synthesis of N-Heterocycles > benzo-fused N-Heterocycles >
Synthesis of 1,2-dihydroquinolines
Recent Literature
An efficient regio- and chemoselective dearomatization of a wide range of
N-heteroarenes using hydrido-cobalt catalysts can be performed under mild
conditions. Various quinolines and pyridines bearing electron-donating and
electron-withdrawing substituents are compatible with this methodology.
C. C. Bories, G. Gontard, M. Barbazanges, E. Derat, M. Petit, Org. Lett., 2023, 25,
843-848.
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.