4.8 Article

Ruthenium(0)-Catalyzed C-C Coupling of Alkynes and 3-Hydroxy-2-oxindoles: Direct C-H Vinylation of Alcohols

Journal

ORGANIC LETTERS
Volume 19, Issue 4, Pages 966-968

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00174

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Funding

  1. Robert A. Welch Foundation [F-0038]
  2. NIH NIGMS [RO1-GM069445]
  3. UT Austin Center for Green Chemistry and Catalysis
  4. China Scholarship Council

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Upon exposure to a ruthenium(0) catalyst, N-benzy1-3-hydroxy-2-oxindoles react with diverse alkynes to form products of C-H vinylation with complete control of regioselectivity and olefin geometry. This method contributes to a growing body of catalytic processes that enable direct conversion of lower alcohols to higher alcohols in the absence of stoichiometric organometallic reagents.

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