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Fries Rearrangement is an organic rearrangement reaction in which an aryl ester is transformed into a hydroxy aryl ketone with the help of a Lewis acid catalyst and an aqueous acid. In this reaction, an acyl group belonging to the phenolic ester migrates to the aryl ring. It is important to note that Fries rearrangement is ortho and para ...
Jan 23, 2023 · Introduction. Hydroxyaryl ketones are synthetically important compounds with applications in the pharmaceutical and cosmetic industry. 1 The most common method for their preparation is the Fries rearrangement (Figure 1A), rendering a facile reaction pathway of high atom economy to access hydroxyaryl ketones from aromatic esters. 1-4 This acid-mediated reaction can be carried out with either ...
- 23 January 2023
- 29, Issue21
The Fries rearrangement is an organic reaction used to convert a phenyl ester to a hydroxy aryl ketone using a Lewis acid catalyst and Brønsted acid work-up. In this reaction, an acyl group belonging to phenol ester migrates to the aryl ring either in the ortho or para position, depending on the reaction temperature and solvent.
Fries rearrangement. The Fries rearrangement, named for the German chemist Karl Theophil Fries, is a rearrangement reaction of a phenolic ester to a hydroxy aryl ketone by catalysis of Lewis acids. [1][2][3][4] It involves migration of an acyl group of phenol ester to the aryl ring. The reaction is ortho and para selective and one of the two ...
Mechanism of the Fries Rearrangement. The reaction is catalyzed by Brønsted or Lewis acids such as HF, AlCl 3, BF 3, TiCl 4 or SnCl 4. The acids are used in excess of the stoichiometric amount, especially the Lewis acids, since they form complexes with both the starting materials and products. The complex can dissociate to form an acylium ion.
The rearrangement involves the phenolic ester to a hydroxy aryl ketone using Lewis acids. The lewis acid is ... This video explains what is Fries rearrangement.
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Jul 21, 2022 · A robust single-molecule memristor is prepared by covalently integrating one phenol molecule with multiple binding sites into nanogapped graphene electrodes. Multilevel resistance switching is realized by the electric-field-manipulated reconfiguration of the acyl moiety on the phenol center, that is, the Fries rearrangement.