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Journal article

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted Indoles

By Jensen, Thomas1,2; Pedersen, Henrik3; Bang-Andersen, B.3; Madsen, Robert1,2; Jørgensen, Morten3

From

Sustainable and Green Chemistry, Department of Chemistry, Technical University of Denmark1

Department of Chemistry, Technical University of Denmark2

H. Lundbeck A/S3

Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme).

Language: English
Publisher: WILEY-VCH Verlag
Year: 2008
Pages: 888-890
ISSN: 05700833 , 15213773 and 14337851
Types: Journal article
DOI: 10.1002/anie.200703763
ORCIDs: Madsen, Robert
Keywords

Heck reaction amination indoles palladium phosphane ligands

Other keywords

Amination Catalysis Cyclization Indoles Ligands Molecular Structure Organometallic Compounds Palladium Stereoisomerism

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