Palladium-catalyzed method for the synthesis of carbazoles via tandem C-H functionalization and C-N bond formation.
The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C-H bond and the formation of a new arene C-N bond. The substitution pattern of the carbazole product can be controlled by the design of the biaryl amide substrate, and the method is compatible with a variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials.
Tsang
W C Peter
WC
Department of Chemistry, Massachusetts Institute of Technology Cambridge, Massachusetts 02139, USA.
Munday
Rachel H
RH
Brasche
Gordon
G
Zheng
Nan
N
Buchwald
Stephen L
SL