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. 2017 Feb 17;19(4):966-968.
doi: 10.1021/acs.orglett.7b00174. Epub 2017 Feb 6.

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

Tom Luong  1 , Shujie Chen  1 , Ke Qu  1 , Emma L McInturff  1 , Michael J Krische  1
Affiliations

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

Tom Luong et al. Org Lett. .

Abstract

Upon exposure to a ruthenium(0) catalyst, N-benzyl-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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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Scheme 1
Scheme 1
Ruthenium(0) catalyzed couplings of activated secondary alcohols with alkynes.
See this image and copyright information in PMC

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References

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