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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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Article information


Submitted
27 Jan 2016
Accepted
01 Apr 2016
First published
01 Apr 2016

Chem. Commun., 2016,52, 5868-5871
Article type
Communication

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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