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Issue 21, 2012
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Hg(OTf)2-catalyzed direct vinylation of tryptamines and versatile applications for tandem reactions

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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.

Graphical abstract: Hg(OTf)2-catalyzed direct vinylation of tryptamines and versatile applications for tandem reactions

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Publication details

The article was received on 01 Feb 2012, accepted on 22 Mar 2012 and first published on 23 Mar 2012


Article type: Paper
DOI: 10.1039/C2OB25236H
Citation: Org. Biomol. Chem., 2012,10, 4236-4242
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    Hg(OTf)2-catalyzed direct vinylation of tryptamines and versatile applications for tandem reactions

    H. Mizoguchi, H. Oikawa and H. Oguri, Org. Biomol. Chem., 2012, 10, 4236
    DOI: 10.1039/C2OB25236H

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