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Synthesis 2006(14): 2404-2412  
DOI: 10.1055/s-2006-942398
PAPER
© Georg Thieme Verlag Stuttgart · New York

Practical and Efficient Palladium-Promoted Synthesis of Indole Systems Containing Medium- and Large-Ring-Fused Heterocycles

Egle M. Beccalli*a, Gianluigi Brogginib, Michela Martinellia, Giuseppe Paladinoa, Elisabetta Rossia
a Istituto di Chimica Organica ‘A. Marchesini’, Facoltà di Farmacia, Università di Milano, via Venezian 21, 20133 Milano, Italy
b Dipartimento di Scienze Chimiche e Ambientali, Università dell’Insubria, via Valleggio 11, 22100 Como, Italy
Fax: +39(02)50314476; e-Mail: egle.beccalli@unimi.it;
Further Information

Publication History

Received 1 March 2006
Publication Date:
16 May 2006 (online)

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Abstract

The synthesis of indolo-benzazepine, indolo-benzazocine and indolo-benzazonine derivatives using a palladium-catalyzed coupling reaction is described. The polycyclic systems were obtained in a few steps directly from commercially available materials. The coupling of substrates containing aryl bromides was improved by microwave irradiation.

Key words

palladium catalyst - fused-ring systems - indoles - lactams - intramolecular cyclization

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