Mechanochemical Nickel‐Catalyzed Suzuki–Miyaura Cross‐Coupling of Phenol‐Derived Cyanate Esters

A mechanochemical strategy has been developed for the nickel‐catalyzed Suzuki–Miyaura cross‐coupling of cyano esters derived from phenols, as electrophilic substrates using arylboronic acids via C sp 2 O bond cleavage. This approach capitalizes on the abundance of phenols, using cyano‐functionalized derivatives to enable high reactivity and functional group compatibility without halogenated reagents. The reaction is carried out under solvent‐free, temperature‐trace conditions, significantly reducing environmental impact. The methodology offers a sustainable and scalable alternative for biaryl synthesis, with implications for pharmaceutical and material sciences.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-10-26
DOI
https://doi.org/10.1002/ejoc.202500615
Citations
1
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

Mechanochemical Nickel‐Catalyzed Suzuki–Miyaura Cross‐Coupling of Phenol‐Derived Cyanate Esters

Vitaliy Yepishev, А. Г. Каплаушенко, Viktor O. Iaroshenko, Yu. V. Karpenko et al.
1 citations
European Journal of Organic Chemistry
Catalytic Cross-Coupling Reactions
0.94
article

Mechanochemical Nickel‐Catalyzed Suzuki–Miyaura Cross‐Coupling of Phenol‐Derived Cyanate Esters

Vitaliy Yepishev, А. Г. Каплаушенко, Viktor O. Iaroshenko, Yu. V. Karpenko, Yevhen Karpun, Oleksandr Shalimov, R. О. Shcherbyna, Satenik Mkrtchyan, Володимир Володимирович Парченко, Gabriela Addová, Juraj Filo, Vishal B. Purohit, Jiří Zapletal
article en
1 citations

Abstract

A mechanochemical strategy has been developed for the nickel‐catalyzed Suzuki–Miyaura cross‐coupling of cyano esters derived from phenols, as electrophilic substrates using arylboronic acids via C sp 2 O bond cleavage. This approach capitalizes on the abundance of phenols, using cyano‐functionalized derivatives to enable high reactivity and functional group compatibility without halogenated reagents. The reaction is carried out under solvent‐free, temperature‐trace conditions, significantly reducing environmental impact. The methodology offers a sustainable and scalable alternative for biaryl synthesis, with implications for pharmaceutical and material sciences.

European Journal of Organic ChemistryVol. 28(46)
TU Wien (AT), National Academy of Sciences of Ukraine (UA), National University of Life and Environmental Sciences of Ukraine (UA), Zaporizhzhia State Medical and Pharmaceutical University (UA), Charotar University of Science and Technology (IN), Interregional Academy of Personnel Management (UA), Institute of Organic Chemistry (UA), Georgian American University (GE), Matej Bel University (SK), Chitkara University (IN), Comenius University Bratislava (SK)
Openalex Percentile: Top 20%
Catalytic Cross-Coupling Reactions
0.94
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