Regioselective alkenylation of imidazoles by nickel/Lewis acid catalysis

Kyalo Stephen Kanyiva, Florian Löbermann, Yoshiaki Nakao, Tamejiro Hiyama

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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.

Original languageEnglish
Pages (from-to)3463-3466
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number26
DOIs
Publication statusPublished - 2009 Jul 1

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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