Synthesis 2010(18): 3067-3069  
DOI: 10.1055/s-0030-1258191
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

A Short, Multigram Synthesis of 1,8-Diaminocarbazole

Michał J. Chmielewski*
University of Warsaw, Faculty of Chemistry, ul. Pasteura 1, 02-093 Warszawa, Poland
Fax: +48(22)8225996; e-Mail: mchmielewski@chem.uw.edu.pl;
Further Information

Publication History

Received 21 June 2010
Publication Date:
04 August 2010 (eFirst)

Abstract

A one-pot, multigram, and chromatography-free procedure has been developed for the preparation of 1,8-diamino-9H-carbazole, a versatile synthon for the synthesis of anion receptors and conducting polymers. The synthesis consists of a one-pot, palladium-catalyzed reduction of nitro groups and hydrodechlorination of 3,6-dichloro-1,8-dinitrocarbazole, which in turn can be easily produced on a large scale from inexpensive carbazole.