jo900526p_si_001.pdf (8.22 MB)
β,β-Disubstituted C- and N-Vinylindoles from One-Step Condensations of Aldehydes and Indole Derivatives
journal contribution
posted on 2009-08-07, 00:00 authored by Gil Fridkin, Nicolas Boutard, William D. LubellDirect 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 1a−e in 18−76% yields. Under similar conditions, 3-substituted indoles 4a−c provided N-vinylindoles 2a−h in 16−98% yields.