Issue 21, 2015
From the journal:

Organic & Biomolecular Chemistry

Facile synthesis of 4- and 7-azaindoles from the corresponding imines by palladium-catalyzed cascade C–C and C–N coupling†

Ngo Nghia Pham,ab   Thanh Tuan Dang,a   Ngoc Thang Ngo,ac   Alexander Villinger,a   Peter Ehlersa  and  Peter Langer*ac  

* Corresponding authors

a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
E-mail: peter.langer@uni-rostock.de
Fax: +49 381 4986412
Tel: +49 381 4986410

b Faculty of Chemistry, VNU University of Science Hanoi (VNU-HUS), 19 Le Thanh Tong, Hoan Kiem, Hanoi, Vietnam

c Leibniz Institut für Katalyse an der Universität Rostock e.V., Albert-Einstein-Str. 29a, 18059 Rostock, Germany

Abstract

The cyclization of 2,3-dihalopyridines with readily available imines provides a convenient and regioselective approach to 4- and 7-azaindoles. The regioselectivity can be controlled by the choice of the halogen atoms at the pyridine ring (chlorine versus bromine).

Graphical abstract: Facile synthesis of 4- and 7-azaindoles from the corresponding imines by palladium-catalyzed cascade C–C and C–N coupling

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Article information

DOI
https://doi.org/10.1039/C5OB00720H
Article type
Paper
Submitted
10 Apr 2015
Accepted
24 Apr 2015
First published
24 Apr 2015

Org. Biomol. Chem., 2015,13, 6047-6058

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Facile synthesis of 4- and 7-azaindoles from the corresponding imines by palladium-catalyzed cascade C–C and C–N coupling

N. N. Pham, T. T. Dang, N. T. Ngo, A. Villinger, P. Ehlers and P. Langer, Org. Biomol. Chem., 2015, 13, 6047 DOI: 10.1039/C5OB00720H

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