Application of the Horner−Wadsworth−Emmons olefination in the construction of E‑α,β-unsaturated β‑boryl nitriles

Herein, we describe a simple transition-metal-free synthesis of E-α,β-unsaturated β-boryl nitriles by the Horner−Wadsworth−Emmons reaction starting from potassium acyltrifluoroborates. The methodology encompasses a broad range of alkyl and aryl substrates. The reaction conditions are simple, and the reaction products are in most cases isolated with good yields as pure E isomers without column chromatography.

Publication Details

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Repository of the University of Ljubljana (University of Ljubljana)
Published
2025-12-03
Primary Topic
Catalytic Cross-Coupling Reactions
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article
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article

Application of the Horner−Wadsworth−Emmons olefination in the construction of E‑α,β-unsaturated β‑boryl nitriles

Repository of the University of Ljubljana (University of Ljubljana)
Catalytic Cross-Coupling Reactions
article

Application of the Horner−Wadsworth−Emmons olefination in the construction of E‑α,β-unsaturated β‑boryl nitriles

article en

Abstract

Herein, we describe a simple transition-metal-free synthesis of E-α,β-unsaturated β-boryl nitriles by the Horner−Wadsworth−Emmons reaction starting from potassium acyltrifluoroborates. The methodology encompasses a broad range of alkyl and aryl substrates. The reaction conditions are simple, and the reaction products are in most cases isolated with good yields as pure E isomers without column chromatography.

Repository of the University of Ljubljana (University of Ljubljana)
Openalex Percentile: Top 35%
Catalytic Cross-Coupling Reactions
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Application of the Horner−Wadsworth−Emmons olefination in the construction of E‑α,β-unsaturated β‑boryl nitriles · Repository of the University of Ljubljana (University of Ljubljana) (2025) | TGRS Research Map | TGRS