Reissert reaction

Reissert reaction

The Reissert reaction is a series of chemical reactions that transforms quinoline to quinaldic acid.Ref|Reissert1905Ref|Gronsheintz1941 Quinolines will react with acid chlorides and potassium cyanide to give 1-acyl-2-cyano-1,2-dihydroquinolines, also known as Reissert compounds. Hydrolysis gives the desired quinaldic acid.

The Reissert reaction is also successful with isoquinolinesRef|Weinstock1958Ref|Uff1977 and most pyridines.

Several reviews have been published.Ref|Mosettig1954Ref|McEwen1955

References

# Reissert, A. "Ber." 1905, "38", 1603.
# Gronsheintz, J. M.; Fischer, H. O. L. "J. Am. Chem. Soc." 1941, "63", 2021.
# Weinstock, J.; Boekelheide, V. "Organic Syntheses", Coll. Vol. 4, p.641 (1963); Vol. 38, p.58 (1958). ( [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv4p0641 Article] )
# Uff, B. C.; Kershaw, J. R.; Neumeyer, J. L. "Organic Syntheses", Coll. Vol. 6, p.115 (1988); Vol. 56, p.19 (1977). ( [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv6p0115 Article] )
# Mosettig, E. "Org. React." 1954, "8", 220. (Review)
# McEwen, W. E.; Cobb, R. L. "Chem. Rev." 1955, "55", 511. (Review)


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