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Ruthenium-Catalyzed E-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors.

ABSTRACT: Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding E-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen donor, although biorenewable alcohols such as furfuryl alcohol could also be applied. In addition, tandem semihydrogenation-alkylation reactions were demonstrated, with potential applications in the synthesis of resveratrol derivatives.

SUBMITTER: Ekebergh A

PROVIDER: S-EPMC7343281 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Ruthenium-Catalyzed <i>E</i>-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors.

Ekebergh Andreas A Begon Romain R Kann Nina N

The Journal of organic chemistry 20200219 5

Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding <i>E</i>-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen donor, although biorenewable alcohols such as furfuryl alcohol could also be applied. In ad ...[more]

PMID: 32027128

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