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

Organic & Biomolecular Chemistry Pub Date: 2012-03-23 DOI: 10.1039/C2OB25236H

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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