Organic Chemistry Laboratory, Nagoya University

Atsushi D. Yamaguchi, Debashis Mandal, Junichiro Yamaguchi, and Kenichiro Itami

Chem. Lett. 2011, 40, 555 -557. DOI: 10.1246/cl.2011.555 Selected as “Editor’s Choice”

Oxidative C–H/C–H Coupling of Azine and Indole/Pyrrole Nuclei: Palladium Catalysis and Synthesis of Eudistomin U

We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N-oxides. The reaction proceeds selectively at the C3 position of indoles/ pyrroles and the C2 position of azine N-oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.