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

A simple heterogeneously palladium-catalysed procedure for the selective C3-arylation of indoles is reported. Under relatively standard reaction conditions (Pd-catalyst, K 2CO 3, dioxane, reflux), using only 1 mol % [Pd(NH 3) 4]/NaY as the catalyst, indoles substituted or not at position 2 gave up t...

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Bibliographic Details
Published in:Tetrahedron letters 2008-04, Vol.49 (16), p.2499-2502
Main Authors: Cusati, Giuseppe, Djakovitch, Laurent
Format: Article
Language:English
Subjects:
Catalysis
Chemical Sciences
Environment and Society
Environmental Sciences
Heterogeneous catalysis
Indoles
Palladium
Selective C3-arylation
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Summary:A simple heterogeneously palladium-catalysed procedure for the selective C3-arylation of indoles is reported. Under relatively standard reaction conditions (Pd-catalyst, K 2CO 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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.02.130