Iron-Catalyzed Deboronation/Cyanoalkylation of Vinyl Boronic Acids with Cyclobutanone Ketoximes

Abstract In this paper, an iron-catalyzed deboronation/cyanoalkylation of vinyl boronic acids for the preparation of distal cyanoalkyl alkenes with vinyl boronic acids as radical acceptor and activator is reported. In this reaction, various cyclobutanone oximes and substituted vinyl boronic acids can be transformed into the corresponding cyanoalkylated alkenes in moderate to good yields under these conditions. Mechanistic studies indicated that a single-electron transfer process may be involved in this transformation.

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Publication Details

Journal
Synthesis
Published
2024-09-30
DOI
https://doi.org/10.1055/s-0040-1720140
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Iron-Catalyzed Deboronation/Cyanoalkylation of Vinyl Boronic Acids with Cyclobutanone Ketoximes

Yu‐Zhao Wang, Han‐Yue Zhang, Huawei Zhang, Yan Li et al.
Synthesis
Catalytic C–H Functionalization Methods
article

Iron-Catalyzed Deboronation/Cyanoalkylation of Vinyl Boronic Acids with Cyclobutanone Ketoximes

Yu‐Zhao Wang, Han‐Yue Zhang, Huawei Zhang, Yan Li, Yan-Qi Su, Xiu‐Fen Cheng, Ziying Wang, Nuo Xu
article en

Abstract

Abstract In this paper, an iron-catalyzed deboronation/cyanoalkylation of vinyl boronic acids for the preparation of distal cyanoalkyl alkenes with vinyl boronic acids as radical acceptor and activator is reported. In this reaction, various cyclobutanone oximes and substituted vinyl boronic acids can be transformed into the corresponding cyanoalkylated alkenes in moderate to good yields under these conditions. Mechanistic studies indicated that a single-electron transfer process may be involved in this transformation.

SynthesisVol. 56(23)
Academy of Medical Sciences (GB), Shandong Normal University (CN), Shandong First Medical University (CN)
Shandong First Medical University
Openalex Percentile: Top 88%
Catalytic C–H Functionalization Methods
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Iron-Catalyzed Deboronation/Cyanoalkylation of Vinyl Boronic Acids with Cyclobutanone Ketoximes — Yu‐Zhao Wang, Han‐Yue Zhang, et al. · Synthesis (2024) | TGRS Research Map | TGRS