Iron Fluoride/N-Heterocyclic Carbene Catalyzed Cross Coupling between Deactivated Aryl Chlorides and Alkyl Grignard Reagents with or without β-Hydrogens
Ryosuke Agata, Takahiro Iwamoto, Naohisa Nakagawa, Katsuhiro Isozaki, Takuji Hatakeyama, Hikaru Takaya, Masaharu Nakamura*
*International Research Center for Elements Science, Institute for Chemical Research (ICR), Kyoto University, Uji, Kyoto 611-0011, Japan, Email: masaharuscl.kyoto-u.ac.jp
R. Agata, T. Iwamoto, N. Nakagawa, K. Isozaki, T. Hatakeyama, H. Takaya, M. Nakamura, Synthesis, 2015, 47, 1733-1740.
DOI: 10.1055/s-0034-1380361
Abstract
The use of catalytic amounts of iron(III) fluoride and 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (SIPr) enables high-yielding cross-coupling reactions of various combinations of aryl chlorides and alkyl Grignard reagents including methylmagnesium bromide.
see article for more examples
S. K. Ghorai, M. Jin, T. Hatakeyama, M. Nakamura, Org. Lett., 2012, 14, 1066-1069.
Key Words
C-C bond formation, cross coupling, iron fluoride, N-heterocyclic carbene, aryl chloride
ID: J66-Y2015