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Hg(OTf)(2)-catalyzed direct vinylation of tryptamines and versatile applications for tandem reactions
Authors:Mizoguchi Haruki  Oikawa Hideaki  Oguri Hiroki
Institution:Division of Chemistry, Graduate School of Science, Hokkaido University, N10 W8, Sapporo 060-0810, Japan.
Abstract:We have developed a unique catalytic protocol for direct gem-vinylation of tryptamine derivatives employing Hg(OTf)(2) as the optimum catalyst. The intermolecular vinylations with a series of aromatic acetylenes proceeded under ambient temperature at the C2 positions of indoles with high functional group tolerance. Based on the mechanistic insights, we further developed the tandem reactions successfully constructing a quaternary center.
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