Reissert Reaction (Grosheintz-Fischer-Reissert Aldehyde Synthesis)

A. Reissert, Ber. 38, 1603, 3415 (1905); J. M. Grosheintz, H. O. L. Fischer, J. Am. Chem. Soc. 63, 2021 (1941).

Formation of 1-acyl-2-cyano-1,2-dihydroquinoline derivatives (Reissert compounds) by reaction of acid chlorides with quinoline and potassium cyanide; hydrolysis of these compounds yields aldehydes and quinaldic acid:



Reviews: E. Mosettig, Org. React. 8, 220 (1954); W. E. McEwen, R. L. Cobb, Chem. Rev. 55, 511 (1955); F. D. Popp, Advan. Heterocycl. Chem. 9, 1 (1968); idem, ibid. 24, 187 (1979); idem. Bull. Soc. Chim. Belg. 90, 609 (1981); idem in The Chemistry of Heterocyclic Compounds vol. 32, Part 2, G. Jones, Ed. (Wiley, New York, 1982) p 353.