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

被引:27
作者
Ekebergh, Andreas [1 ]
Begon, Romain [1 ]
Kann, Nina [1 ]
机构
[1] Chalmers Univ Technol, Dept Chem & Chem Engn, Chem & Biochem, SE-41296 Gothenburg, Sweden
基金
瑞典研究理事会;
关键词
TRANS-HYDROGENATION; PALLADIUM NANOPARTICLES; REDUCTION; COMPLEXES; SUZUKI;
D O I
10.1021/acs.joc.9b02721
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 semihydrogena-tionalkylation reactions were demonstrated, with potential applications in the synthesis of resveratrol derivatives.
引用
收藏
页码:2966 / 2975
页数:10
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