Regioselective alkenylation of imidazoles by nickel/Lewis acid catalysis |
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Authors: | Kyalo Stephen Kanyiva Tamejiro Hiyama |
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Affiliation: | Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan |
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Abstract: | Nickel/Lewis acid binary catalysis is found effective to direct regioselective alkenylation of imidazoles through C-H bond activation and stereoselective insertion of alkynes. Use of P(t-Bu)3 as a ligand allows exclusive regioselective C(2)-alkenylation, while PCyp3 is found effective for C(5)-alkenylation of C(2)-substituted imidazoles. The reaction demonstrates a broad scope of imidazoles and internal alkynes to give trisubstituted ethenes highly regio- and stereoselectively in modest to good yields. |
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