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Issue 34, 2016
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Ru-catalysed C–H silylation of unprotected gramines, tryptamines and their congeners

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Abstract

Selective Ru-catalysed C2–H silylation of heteroarenes is presented. The transformation works with or without directing group assistance and requires no protecting groups. Gramines and tryptamines may be converted efficiently whilst avoiding deleterious elimination side-reactions. Mechanistic studies reveal an unusual activation of the indole C4–H bond by an electron-rich metal.

Graphical abstract: Ru-catalysed C–H silylation of unprotected gramines, tryptamines and their congeners

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Publication details

The article was received on 27 Jan 2016, accepted on 01 Apr 2016 and first published on 01 Apr 2016


Article type: Communication
DOI: 10.1039/C6CC00803H
Citation: Chem. Commun., 2016,52, 5868-5871
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    Ru-catalysed C–H silylation of unprotected gramines, tryptamines and their congeners

    K. Devaraj, C. Sollert, C. Juds, P. J. Gates and L. T. Pilarski, Chem. Commun., 2016, 52, 5868
    DOI: 10.1039/C6CC00803H

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