Transition Metal–Free Synthesis of Vinyl Nitriles from Aldehydes with Acetonitrile at Room Temperature

Abstract A simple and mild protocol for the direct synthesis of vinyl nitriles is described. By employing potassium trimethylsilanolate as the mild base and benzyl chloride as the efficient promoter, a series of E‐configured vinyl nitriles are selectively obtained from readily available aldehydes and acetonitrile at room temperature without the aid of a transition metal catalyst. Mechanistical investigations reveal that this transformation may go through a Knoevenagel condensation process.

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Publication Details

Journal
ChemistrySelect
Published
2024-09-01
DOI
https://doi.org/10.1002/slct.202404119
Citations
3
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.48
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article

Transition Metal–Free Synthesis of Vinyl Nitriles from Aldehydes with Acetonitrile at Room Temperature

Feng Zhao, Yuyao Xie, Wenjing Liu, Qing Li
3 citations
ChemistrySelect
Asymmetric Hydrogenation and Catalysis
0.48
article

Transition Metal–Free Synthesis of Vinyl Nitriles from Aldehydes with Acetonitrile at Room Temperature

Feng Zhao, Yuyao Xie, Wenjing Liu, Qing Li
article en
3 citations

Abstract

Abstract A simple and mild protocol for the direct synthesis of vinyl nitriles is described. By employing potassium trimethylsilanolate as the mild base and benzyl chloride as the efficient promoter, a series of E‐configured vinyl nitriles are selectively obtained from readily available aldehydes and acetonitrile at room temperature without the aid of a transition metal catalyst. Mechanistical investigations reveal that this transformation may go through a Knoevenagel condensation process.

ChemistrySelectVol. 9(36)
Hunan University of Traditional Chinese Medicine (CN)
Openalex Percentile: Top 43%
Asymmetric Hydrogenation and Catalysis
0.48
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Transition Metal–Free Synthesis of Vinyl Nitriles from Aldehydes with Acetonitrile at Room Temperature — Feng Zhao, Yuyao Xie, et al. · ChemistrySelect (2024) | TGRS Research Map | TGRS