4.8 Article

Direct Hiyama Cross-Coupling of Enaminones With Triethoxy(aryl)silanes and Dimethylphenylsilanol

Journal

ORGANIC LETTERS
Volume 13, Issue 20, Pages 5413-5415

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202202a

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Funding

  1. NIH [GM081267]
  2. University of Minnesota through the Vince and McKnight Endowed Chairs

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2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 In the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF2 has a dual role In the reactions with triethoxy(aryl)silanes. It Is a source of fluoride to activate the sllane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) In the catalytic cycle.

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