Synfacts 2009(7): 0789-0789  
DOI: 10.1055/s-0029-1217258
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Iridium-Catalyzed C-H Arylation of Heteroarenes with Iodoarenes

Contributor(s): Paul Knochel, Andreas J. Wagner
B. Join, T. Yamamoto, K. Itami*
Nagoya University, Japan and PRESTO Science and Technology Agency, Nagoya, Japan
Further Information

Publication History

Publication Date:
22 June 2009 (online)

Significance

Crabtree’s catalyst, [Ir(cod)(py)PCy3]PF6, is reported to catalyze the C-H arylation of various sulfur, nitrogen or oxygen heterocycles with aromatic iodides in the stoichiometric presence of Ag2CO3. The reaction tolerates functional groups such as nitro, ester, and cyano and yields the unsymmetrical heterobiaryl compounds in good to excellent yields. Additionally, using heteroarenes, bearing two acidic C-H bonds or diiodoarenes, triaryl products are afforded in good to very good yields.