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Synfacts 2010(7): 0820-0820
DOI: 10.1055/s-0029-1220046
DOI: 10.1055/s-0029-1220046
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Iron-Catalyzed C-C Bond Formation via 1,5-Hydrogen Transfer
N. Yoshikai, A. Mieczkowski, A. Matsumoto, L. Ilies, E. Nakamura*
The University of Tokyo, Japan
Further Information
Publication History
Publication Date:
22 June 2010 (online)
Significance
An iron-catalyzed C-C coupling at the α-position of aliphatic amines via C-H bond activation through 1,5-hydrogen transfer was discovered. The reaction is proposed to proceed via radical formation at the 2-iodobenzyl group promoted by the organoiron reagent. This is followed by a 1,5-hydrogen transfer. The C(sp³)-C(sp²) bond formation is thought to take place via an organoiron intermediate.