Ruthenium‐catalyzed reaction of dinitriles with primary alcohols for the synthesis of N‐alkylated cyclic β‐enaminonitriles

Abstract A novel one‐pot synthetic approach for preparing N‐alkylated cyclic β‐enaminonitriles has been developed using readily available aliphatic dinitriles and primary alcohols. This method utilizes a Ru‐MACHO complex catalyst (1 mol%) in conjunction with a strong base and a nonpolar solvent, exhibiting a broad substrate scope and excellent functional group tolerance. The process is highly atom economic, producing water as the sole by‐produc. A range of N‐alkylated cyclic β‐enaminonitriles were synthesized in good to excellent yields, and the method was successfully scaled up to gram‐scale synthesis.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-02-06
DOI
https://doi.org/10.1002/ajoc.202400730
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

Ruthenium‐catalyzed reaction of dinitriles with primary alcohols for the synthesis of N‐alkylated cyclic β‐enaminonitriles

Shibin Su, Qiang Zhao, Pengjuan Zhou, Dong Tang et al.
Asian Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
article

Ruthenium‐catalyzed reaction of dinitriles with primary alcohols for the synthesis of N‐alkylated cyclic β‐enaminonitriles

Shibin Su, Qiang Zhao, Pengjuan Zhou, Dong Tang, Yao Yao, Pei Wang, Wei Ma, Weiwei Zhang
article en

Abstract

Abstract A novel one‐pot synthetic approach for preparing N‐alkylated cyclic β‐enaminonitriles has been developed using readily available aliphatic dinitriles and primary alcohols. This method utilizes a Ru‐MACHO complex catalyst (1 mol%) in conjunction with a strong base and a nonpolar solvent, exhibiting a broad substrate scope and excellent functional group tolerance. The process is highly atom economic, producing water as the sole by‐produc. A range of N‐alkylated cyclic β‐enaminonitriles were synthesized in good to excellent yields, and the method was successfully scaled up to gram‐scale synthesis.

Asian Journal of Organic ChemistryVol. 14(4)
Ningxia Academy of Agriculture and Forestry Sciences (CN), Ningxia Medical University (CN)
Openalex Percentile: Top 98%
Asymmetric Hydrogenation and Catalysis
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