Friedländer synthesis
The Friedländer synthesis is the chemical reaction of 2-aminobenzaldehydes[1] with ketones to form quinoline derivatives.[2][3] It is named after German chemist Paul Friedländer (1857-1923).
This reaction has been catalyzed by trifluoroacetic acid[4], toluenesulfonic acid[5], iodine[6], and Lewis acids[7].
Several reviews have been published.[8][9][10]
References
- ^ Organic Syntheses, Coll. Vol. 3, p.56 (1955); Vol. 28, p.11 (1948). (Article)
- ^ Friedländer, P. Ber. 1882, 15, 2572.
- ^ Friedländer, P.; Gohring, C. F. Ber. 1883, 16, 1833.
- ^ Shaabani, A.; Soleimani, E.; Badri, Z. Synth. Commun. 2007, 37, 629-635. (doi:10.1080/00397910601055230)
- ^ Jia, C.-S.; Zhang, Z.; Tu, S.-J.; Wang, G.-W. Org. Biomol. Chem. 2006, 4, 104-110.
- ^ Wu, J.; Xia, H.-G.; Gao, K. Org. Biomol. Chem. 2006, 4, 126-129.
- ^ Varala, R.; Enugala, R.; Adapa, S. R. Synthesis 2006, 3825-3830.
- ^ Manske, R. H. Chem. Rev. 1942, 30, 113. (Review)
- ^ Bergstrom, F. W. Chem. Rev. 1944, 35, 77. (Review)
- ^ Cheng, C. C.; Yan, S. J. Org. React. 1982, 28, 37. (Review)
See also
- Doebner-Miller reaction
- Niementowski quinoline synthesis
- Povarov reaction
- Pfitzinger reaction
- Skraup reaction
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