Hinsberg oxindole and oxiquinoline synthesis

What is Hinsberg oxindole and oxiquinoline synthesis?

The Hinsberg synthesis of oxindoles and oxiquinolines involves creating oxindoles from the acid addition compound of glyoxal and secondary aryl amines. Specifically, primary aryl amines are converted to glycine or glycinamide derivatives in this reaction.

Hinsberg oxindole and oxiquinoline synthesis
Hinsberg oxindole and oxiquinoline synthesis

References

  • Hinsberg, O. (1888), Ueber die Einwirkung der Natriumbisulfitverbindung des Glyoxals auf aromatische Monamine. [On the effect of the sodium bisulfite compound of glyoxal on aromatic monamines.] Ber. Dtsch. Chem. Ges., 21: 110-118. https://doi.org/10.1002/cber.18880210122
  • Hinsberg, O. (1892), Ueber die Einwirkung von Aminbasen auf Glyoxalnatriumbisulfit. [On the effect of amine bases on glyoxal sodium bisulfite.] Ber. Dtsch. Chem. Ges., 25: 2545-2547. https://doi.org/10.1002/cber.18920250265
  • Hinsberg, O. (1908), Über Glykokoll und Indol-derivate. [On glycocoll and indole derivatives.] Ber. Dtsch. Chem. Ges., 41: 1367-1373. https://doi.org/10.1002/cber.190804101252
  • Hinsberg, O. and Rosenzweig, J. (1894), Synthese von Indolund Glycocollderivaten. [Synthesis of indole and glycocoll derivatives] Ber. Dtsch. Chem. Ges., 27: 3253-3258. https://doi.org/10.1002/cber.189402703117
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