Synthesis of Hydroxynitriles by <i>N</i> , <i>N</i> ‐Dimethylformamide‐Stabilized Ruthenium Nanoparticles‐Catalyzed α‐Alkylation of Arylacetonitriles with Diols

Abstract To efficiently synthesize hydroxynitriles, arylacetonitriles were selectively α‐monoalkylated with diols, catalyzed using N , N ‐dimethylformamide‐stabilized ruthenium nanoparticles (NPs). The Ru NPs were stable in air and moisture and possessed high catalytic activity and selectivity, even at loadings as low as 0.3 mol%, without requiring the use of strong bases. The results of the control experiments suggested that excess diol enhanced the Ru NPs’ catalytic activity and that the reaction mechanism involved dehydrogenation, condensation, and hydrogenation pathways.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-09-20
DOI
https://doi.org/10.1002/ajoc.202500610
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

Synthesis of Hydroxynitriles by N , N ‐Dimethylformamide‐Stabilized Ruthenium Nanoparticles‐Catalyzed α‐Alkylation of Arylacetonitriles with Diols

Nobuki Katayama, Masatoshi Safumi, Keiko Uchida, Yasushi Obora et al.
Asian Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
article

Synthesis of Hydroxynitriles by N , N ‐Dimethylformamide‐Stabilized Ruthenium Nanoparticles‐Catalyzed α‐Alkylation of Arylacetonitriles with Diols

Nobuki Katayama, Masatoshi Safumi, Keiko Uchida, Yasushi Obora, Takeyuki Suzuki, Akihiro Marutani
article en

Abstract

Abstract To efficiently synthesize hydroxynitriles, arylacetonitriles were selectively α‐monoalkylated with diols, catalyzed using N , N ‐dimethylformamide‐stabilized ruthenium nanoparticles (NPs). The Ru NPs were stable in air and moisture and possessed high catalytic activity and selectivity, even at loadings as low as 0.3 mol%, without requiring the use of strong bases. The results of the control experiments suggested that excess diol enhanced the Ru NPs’ catalytic activity and that the reaction mechanism involved dehydrogenation, condensation, and hydrogenation pathways.

Asian Journal of Organic ChemistryVol. 14(11)
Osaka University of Comprehensive Children Education (JP), Kansai University (JP)
Openalex Percentile: Top 79%
Asymmetric Hydrogenation and Catalysis
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