4.4 Article

First heterogeneously palladium-catalysed fully selective C3-arylation of free NH-indoles

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 16, Pages 2499-2502

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.02.130

Keywords

Indoles; selective C3-arylation; palladium; heterogeneous catalysis

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A simple heterogeneously palladium-catalysed procedure for the selective C3-arylation of indoles is reported. Under relatively standard reaction conditions (Pd-catalyst, K(2)CO(3), dioxane, reflux), using only 1 mol % [Pd(NH(3))(4)]/NaY as the catalyst, indoles substituted or not at position 2 gave up to 92% conversion (i.e., 85% isolated yield) towards the expected C3-arylated indole. (c) 2008 Elsevier Ltd. All rights reserved.

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