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Thorpe reaction

From Wikipedia, the free encyclopedia
Chemical reaction

TheThorpe reaction is achemical reaction described as a self-condensation ofaliphaticnitriles catalyzed bybase to formenamines.[1][2][3] The reaction was discovered byJocelyn Field Thorpe.

The Thorpe reaction
The Thorpe reaction

Thorpe–Ziegler reaction

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TheThorpe–Ziegler reaction (named afterJocelyn Field Thorpe andKarl Ziegler), orZiegler method, is theintramolecular modification with a dinitrile as a reactant and a cyclicketone as the final reaction product after acidic hydrolysis. The reaction is conceptually related to theDieckmann condensation.[3]

The reaction mechanism of the Thorpe–Ziegler reaction

References

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  1. ^Baron, Harold; Remfry, Frederick George Percy;Thorpe, Jocelyn Field (1904)."CLXXV.—The formation and reactions of imino-compounds. Part I. Condensation of ethyl cyanoacetate with its sodium derivative".Journal of the Chemical Society, Transactions.85:1726–1761.doi:10.1039/CT9048501726.ISSN 0368-1645.
  2. ^Ziegler, K.; Eberle, H.; Ohlinger, H. (1933). "Über vielgliedrige Ringsysteme. I. Die präparativ ergiebige Synthese der Polymethylenketone mit mehr als 6 Ringgliedern".Justus Liebig's Annalen der Chemie (in German).504 (1):94–130.doi:10.1002/jlac.19335040109.ISSN 0075-4617.
  3. ^abSchaefer, John P.; Bloomfield, Jordan J. (2011). "The Dieckmann Condensation (Including the Thorpe-Ziegler Condensation)".Organic Reactions. pp. 1–203.doi:10.1002/0471264180.or015.01.ISBN 978-0471264187.

External links

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  • Thorpe-Ziegler reaction:4-Phosphorinanone, 1-phenyl-Organic Syntheses, Coll. Vol. 6, p. 932 (1988); Vol. 53, p. 98 (1973)Link
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