A Short, Multigram Synthesis of 1,8-Diaminocarbazole
04 August 2010 (eFirst)
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.
heterocycles - amines - palladium catalysis - dechlorination - anion receptors