Issue 2, 2015
From the journal:

Organic & Biomolecular Chemistry

Novel synthesis of 5-methyl-5,10-dihydroindolo[3,2-b]indoles by Pd-catalyzed C–C and two-fold C–N coupling reactions†

Tran Quang Hung,a   Sören Hancker,a   Alexander Villinger,a   Stefan Lochbrunner,b   Tuan Thanh Dang,*a   Aleksej Friedrich,b   Wolfgang Breitsprecherb  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, thanhtuandang@hotmail.com
Fax: +49 381 4986412
Tel: +49 381 4986410

b Institut für Physik, Universität Rostock, Universitätsplatz 3, 18051 Rostock, Germany

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

Abstract

A series of 5,10-dihydroindolo[3,2-b]indoles was successfully prepared by an efficient two-step strategy based on site-selective Pd-catalyzed cross-coupling reaction with N-methyl-2,3-dibromoindole and subsequent cyclization by two-fold Pd-catalyzed C–N coupling with amines. The products show a strong fluorescence.

Graphical abstract: Novel synthesis of 5-methyl-5,10-dihydroindolo[3,2-b]indoles by Pd-catalyzed C–C and two-fold C–N coupling reactions

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Article information

DOI
https://doi.org/10.1039/C4OB01723D
Article type
Paper
Submitted
12 Aug 2014
Accepted
21 Oct 2014
First published
22 Oct 2014

Org. Biomol. Chem., 2015,13, 583-591

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Novel synthesis of 5-methyl-5,10-dihydroindolo[3,2-b]indoles by Pd-catalyzed C–C and two-fold C–N coupling reactions

T. Q. Hung, S. Hancker, A. Villinger, S. Lochbrunner, T. T. Dang, A. Friedrich, W. Breitsprecher and P. Langer, Org. Biomol. Chem., 2015, 13, 583 DOI: 10.1039/C4OB01723D

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