Stollé synthesis

The Stollé synthesis is a method named after the chemist Robert Stollé for the chemical synthesis of indole derivatives. For this purpose, arylamines (e.g. aniline ) are reacted with α-halogenated carboxylic acid chlorides or oxalyl chloride. The resulting α-halogenated arylamide is cyclized by reaction with aluminum trichloride, a reaction which corresponds to an inner-molecular variant of Friedel-Crafts alkylation or Friedel-Crafts acylation .

Individual evidence

^ The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; S. ONR-90, ISBN 978-0-911910-00-1 .

literature

R. Stollé: About a new method for the preparation of N-substituted isatins. , in: Ber. dt. Chem. Ges. 1913 , 46 , 3915-3916; doi : 10.1002 / cber.191304603186 .
R. Stollé: About phenyl-oxindole , in: Ber. dt. Chem. Ges. 1914 , 47 , 2120-2122; doi : 10.1002 / cber.191404702112 .
R. Stollé, in: J. Prakt. Chem. 1923 , 105 , 137.
R. Stollé, R. Bergdoll, M. Luther, A. Auerhahn, W. Wacker: About N-substituted oxindoles and isatins , in: J. Prakt. Chem. 1930 , 128 , 1-43; doi : 10.1002 / prac.19301280101 .
WC Sumpeter: The Chemistry of Isatin. , in: Chem. Rev. 1944 , 34 , 393-434; doi : 10.1021 / cr60109a003 .
AH Beckett, RW Daisley, J. Walker: Substituted oxindole-I: The preparation and spectral characteristics of some simple oxindole derivatives , in: Tetrahedron 1968 , 24 , 6093-6109.

[MERCK_Index-1] The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; S. ONR-90, ISBN 978-0-911910-00-1 .