Synthesis 2015; 47(21): 3347-3353
DOI: 10.1055/s-0034-1378825
paper
© Georg Thieme Verlag Stuttgart · New York

Versatile Synthesis of Symmetrical Carbazole-Based Ligand Precursors­ via Regioselective Aromatic Bromination

Andreas Rembiak
Department of Chemistry, Aalto University School of Chemical Technology, P. O. Box 16100 (Kemistintie 1), 00076 Aalto, Finland   Email: ari.koskinen@aalto.fi
,
Ari M. P. Koskinen*
Department of Chemistry, Aalto University School of Chemical Technology, P. O. Box 16100 (Kemistintie 1), 00076 Aalto, Finland   Email: ari.koskinen@aalto.fi
› Author Affiliations
Further Information

Publication History

Received: 18 May 2015

Accepted after revision: 22 June 2015

Publication Date:
13 August 2015 (online)


Abstract

A highly efficient synthetic route towards dibrominated, substituted carbazoles via an environmentally benign, regioselective bromination as the key step has been developed. Electron-rich and electron-deficient aromatic as well as aliphatic groups are well tolerated enabling access to these versatile ligand precursors in high overall yields. On larger scale the whole sequence can be performed under chromatography-free conditions.

Supporting Information