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

Org Lett

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China 200032.

Published: November 2006

[Structure: see text] 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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Source
http://dx.doi.org/10.1021/ol062189aDOI Listing

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