One-pot sequential four-component coupling via Cp*RuCl-catalyzed cyclotrimerization and Suzuki-Miyaura coupling |
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Authors: | Yoshihiko Yamamoto Jun-ichi Ishii Hisao Nishiyama Kenji Itoh |
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Institution: | Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan |
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Abstract: | The catalytic intermolecular cyclotrimerization of alkynylboronates, propargyl alcohols, and terminal alkynes was accomplished by means of the ruthenium catalysis and the temporary tethering approach with the C-B-O linkage to give rise to highly substituted arylboronates with excellent selectivity. The resultant arylboronates were further converted to highly substituted biaryls via the Suzuki-Miyaura coupling with various aryl iodides using Pd2(dba)3/PCy3 as a catalyst precursor in aqueous toluene. As a consequence, the four-component coupling approach to highly substituted biaryls was successfully established by combining these two operations into a sequential one-pot process. |
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Keywords: | Ruthenium catalysis Cyclotrimerization Suzuki-Miyaura coupling Biaryl |
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