4.8 Article

Lewis acid catalyzed reaction of arylvinylidenecyclopropanes with acetals: A facile synthetic protocol for the preparation of indene derivatives

Journal

ORGANIC LETTERS
Volume 8, Issue 23, Pages 5317-5320

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol062189a

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[GRAPHICS] A number of highly substituted indene derivatives have been prepared in good yields by the reactions of arylvinylidenecyclopropanes 1 with acetals 2 in the presence of Lewis acid under mild conditions. The reaction is believed to proceed via regioselective addition of oxonium intermediate to arylvinylidenecyclopropane and the subsequent intramolecular Friedel-Crafts reaction.

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