Synfacts 2008(1): 0085-0085  
DOI: 10.1055/s-2007-991443
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of Carbazoles via Subse-quent N-Arylation and Oxidative Coupling

Contributor(s): Paul Knochel, Tobias Thaler
T. Watanabe, S. Ueda, S. Inuki, S. Oishi, N. Fujii*, H. Ohno*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
18 December 2007 (online)

Significance

This one-pot synthesis of functionalized carbazoles proceeds via N-arylation and subsequent oxidative C-H activation. Both reactions are promoted by a common palladium catalyst. Sensitive functionalities, such as ester groups, are tolerated. The corresponding carbazoles are received in good to excellent yields. It is noteworthy that the N-arylation step in many cases proceeded almost quantitatively, showing that the final yield mainly depends on the subsequent C-H activation.