Co-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Alkyl Grignard Reagents
Takanori Iwasaki*, Koji Yamashita, Hitoshi Kuniyasu and Nobuaki Kambe*
*Department of Applied Chemistry, Graduate School of
Engineering, Osaka University, Suita, Osaka 565-0871, Japan,
Email: iwasaki
chem.eng.osaka-u.ac.jp, kambechem.eng.osaka-u.ac.jp
T. Iwasaki, K. Yamashita, H. Kuniyasu, N. Kambe, Org. Lett., 2017, 19, 3691-3694.
DOI: 10.1021/acs.orglett.7b01370
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Abstract
A CoCl2/LiI/1,3-pentadiene catalytic system smoothly cleaved aliphatic C-F bonds under mild conditions and achieved alkyl-alkyl cross-coupling even when sterically hindered tertiary alkyl Grignard reagents were employed. Since alkyl fluorides are inert toward many conditions, the use of the present reaction enables a new multistep synthetic route to construct carbon frameworks.
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Key Words
ID: J54-Y2017
