4.8 Article

A Pincer Ruthenium Complex for Regioselective C-H Silylation of Heteroarenes

Journal

ORGANIC LETTERS
Volume 18, Issue 21, Pages 5624-5627

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02857

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Funding

  1. MOST of China [2015CB856600, 2016YFA0202900]
  2. National Natural Science Foundation of China [21432011, 21422209]

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A pincer Ru(II) catalyst for the highly efficient undirected silylation of O- and S-heteroarenes with (TMSO)(2)MeSiH and Et3SiH is described, producing heteroarylsilanes with exclusive C2-regioselectivity, good functional group tolerance, and high turnover numbers (up to 1960). The synthetic utility of the silylated products is demonstrated by Pd-catalyzed Hiyama-Denmark cross-coupling under mild conditions. One-pot, two-step silylation and coupling procedures have been also developed.

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