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β,β-Disubstituted C- and N-Vinylindoles from One-Step Condensations of Aldehydes and Indole Derivatives

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journal contribution
posted on 2009-08-07, 00:00 authored by Gil Fridkin, Nicolas Boutard, William D. Lubell
Direct preparation of β,β-disubstituted C- and N-vinylindoles from condensation of aldehydes on indole derivatives is presented. Heating 1-methyl- and 1-benzylindole 3a,b with alkyl and aryl α-branched aldehydes and TFA in acetonitrile using microwave irradiation furnished 3-vinylindoles 1ae in 18−76% yields. Under similar conditions, 3-substituted indoles 4ac provided N-vinylindoles 2ah in 16−98% yields.

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