Stollé synthesis

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The Stollé synthesis is a series of chemical reactions that produce oxindoles from anilines and α-haloacid chlorides (or oxalyl chloride). [1][2][3][4]

The Stollé synthesis

The first step is an amide coupling, while the second step is a Friedel-Crafts reaction.[5][6] An improved procedure has been developed.[7][8]

[edit] References

  1. ^ Stollé, R. Ber. 1913, 46, 3915.
  2. ^ Stollé, R. Ber. 1914, 47, 2120.
  3. ^ Stollé, R. J. Prakt. Chem. 1923, 105, 137.
  4. ^ Stollé, R. J. Prakt. Chem. 1930, 128, 1.
  5. ^ Sumpter, W. C. Chem. Rev. 1944, 34, 396. (Review)
  6. ^ Sumpter, W. C. Chem. Rev. 1945, 37, 446. (Review)
  7. ^ Julian; Pikl J. Am. Chem. Soc. 1935, 57, 563.
  8. ^ Rutenberg, M. W.; Horning, E. C. Organic Syntheses, Coll. Vol. 4, p.620 (1963); Vol. 30, p.62 (1950). (Article)

[edit] See also

  • Indole
  • Hinsberg oxindole synthesis