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Issue 28, 2017
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Palladium-catalyzed regioselective C–H fluoroalkylation of indoles at the C4-position

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Abstract

An exclusive catalytic C4-selective fluoroalkylation of indoles with highly active (1H, 1H-perfluoroalkyl)mesityliodonium triflate has been described. The key to its high regioselectivity is the appropriate choice of an easily accessible, cheap and removable directing group at the C3 position in the presence of a Pd(OAc)2 catalyst. Besides indole fluoroalkylation, the application of this strategy in other heteroarenes such as benzo[b]thiophene is also described.

Graphical abstract: Palladium-catalyzed regioselective C–H fluoroalkylation of indoles at the C4-position

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Publication details

The article was received on 17 Feb 2017, accepted on 06 Mar 2017 and first published on 06 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC01274H
Citation: Chem. Commun., 2017,53, 3945-3948
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    Palladium-catalyzed regioselective C–H fluoroalkylation of indoles at the C4-position

    A. J. Borah and Z. Shi, Chem. Commun., 2017, 53, 3945
    DOI: 10.1039/C7CC01274H

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