Zincke–Suhl reaction

The Zincke–Suhl reaction is a special case of a Friedel-Crafts alkylation and was first described by Theodor Zincke and Suhl.[1][2][3]

The classic example of this reaction is the conversion of p-cresol to a cyclohexadienone (with the aid of aluminium chloride as a catalyst and tetrachloromethane as a solvent). Melvin Newman, a scientist from the U.S. intensively studied the reaction in the 1950s and reported several improved procedures as well as mechanistic studies.

The reaction product is a starting material in the dienol benzene rearrangement.

References

  1. ↑ M Newman. A Study of the Zincke and Suhl Reaction, J. Am. Chem. Soc. 19(6) (1954) p978
  2. ↑ M Newman. The Aluminum Chloride-catalyzed Reaction of Benzotrichloride with p-Cresol, J. Am. Chem. Soc. 19(6) (1954) p985
  3. ↑ Zincke, Th.; Suhl. R. (1906). "Ueber die Einwirkung von Tetrachlorkohlenstoff und Aluminiumchlorid auf p-Kresol und p-Kresolderivate". Chemische Berichte 39 (4): 4148–4153. doi:10.1002/cber.190603904115.


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