Synthesis of condensed heteroaromatic compounds by palladium-catalyzed oxidative coupling of heteroarene carboxylic acids with alkynes.
The palladium-catalyzed oxidative coupling of indole-3-carboxylic acids with alkynes effectively proceeds in a 1:2 manner accompanied by decarboxylation to produce the corresponding 1,2,3,4-tetrasubstituted carbazoles, some of which exhibit solid-state fluorescence. Pyrrole-, benzofuran-, and furancarboxylic acids also undergo the decarboxylative coupling to afford highly substituted indole, dibenzofuran, and benzofuran derivatives, respectively.
Yamashita
Mana
M
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Hirano
Koji
K
Satoh
Tetsuya
T
Miura
Masahiro
M