Alkylation of 2(3H)-Furanones: Inter- versus Intra-Molecular

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Author(s): Sayed K. Ramadan*, Wael S. I. Abou-Elmagd, Ahmed I. Hashem.

Journal Name: Letters in Organic Chemistry

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In this review, survey on the behavior of 2(3H)-furanones as alkylating agents are systematized. It is obvious that the direction of the reaction was mainly dependent on the solvent used. Furanones reacted with AlCl3 in excess benzene, toluene, or anisole to give the corresponding butadienecarboxylic acids via an intermolecular alkylation mode. Carrying out the reaction in tetrachloroethane and nitrobenzene as solvents; the reactions may lead to intramolecular alkylation mode or failed to give any product and the unreacted furanones were isolated, depending upon the electron density on C-2 at the aryl group situated at position-3.

Keywords: 2(3H)-Furanones, 2(5H)-Furanone, Friedel-Crafts Reaction, Intramolecular Alkylation, Intermolecular Alkylation, Butadienecarboxylic Acids

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Article Details

(E-pub Ahead of Print)
DOI: 10.2174/1570178617666191203102528
Price: $95