Ferrario-Ackermann reaction
The Ferrario-Ackermann reaction , also known as the Ferrario reaction, is a chemical reaction for the synthesis of heterocyclic compounds from the group of phenoxathiines . This name reaction is named after ME Ferrario and the German industrial chemist Fritz Ackermann, who discovered this synthetic method.
The Ferrario-Ackermann reaction allows the cyclization of diaryl ethers , e.g. B. 1 , by inserting a sulfur atom:
Under the action of elemental sulfur and aluminum trichloride, 1 becomes the heterocycle 2 . The reaction can be transferred to other diaryl ethers.
Individual evidence
- ^ ME Ferrario: Sur la phénoxthine. In: Bull. Soc. Chim. France , 1911, Ser. 4 No. 9, p. 536. ( digitized on Gallica )
- ^ Fritz Ackermann: Process for the preparation of phenoxthin and its derivatives , German Patent 234743, May 19, 1910.
- ^ A b Alfred Hassner and Irishi Namboothiri: Organic Syntheses Based on Name Reaction , Elsevier, 2012, ISBN 978-0-08-096630-4 , p. 153.
- ↑ Clara L. Deasy: The Chemistry of Phenoxathiin and its Derivatives. In: Chemical Reviews . 32, 1943, pp. 173-193, doi: 10.1021 / cr60102a001 .