Martinet dioxindole synthesis

Martinet dioxindole synthesis

The Martinet dioxindole synthesis is a chemical reaction used to synthesize dioxindoles 3 from anilines and esters of mesoxalic acid 1.

Reaction mechanism

Heating a N-substituted aniline in the presence of an ester of mesoxalic acid 1 will produce the dioxindole 2. Heating of 2 in the presence of water will hydrolyze the remaining ester, and effect a decarboxylation to give the desired dioxindole 3.

References

  • Guyot, A.; Martinet, J. Compt. Rend. 1913, 156, 1625.
  • Sumpter, W. C. Chem. Rev. 1945, 37, 472.

See also

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