Iron‐Catalyzed Regioselective Borobenzylation of Vinyl Arenes

Abstract Herein, catalytic difunctionalization of vinyl arenes is reported using an iron salt as a catalyst without ligands. A series of substituted alkylboronic acid esters was obtained as a single regioisomer from vinyl arenes at 50 °C. This multicomponent protocol enabled the formation of C−C and C−B bonds to produce boroalkylated products in a single process. A non‐radical pathway is proposed for the reaction in contrast to the radical pathways of iron‐catalyzed hydroalkylation reactions. The organoboron compounds generated from this reaction were further utilized for diverse functional group conversions.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-08-26
DOI
https://doi.org/10.1002/adsc.202400807
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Iron‐Catalyzed Regioselective Borobenzylation of Vinyl Arenes

Deyuan Meng, Jaesook Yun
1 citations
Advanced Synthesis & Catalysis
Catalytic C–H Functionalization Methods
0.25
article

Iron‐Catalyzed Regioselective Borobenzylation of Vinyl Arenes

Deyuan Meng, Jaesook Yun
article en
1 citations

Abstract

Abstract Herein, catalytic difunctionalization of vinyl arenes is reported using an iron salt as a catalyst without ligands. A series of substituted alkylboronic acid esters was obtained as a single regioisomer from vinyl arenes at 50 °C. This multicomponent protocol enabled the formation of C−C and C−B bonds to produce boroalkylated products in a single process. A non‐radical pathway is proposed for the reaction in contrast to the radical pathways of iron‐catalyzed hydroalkylation reactions. The organoboron compounds generated from this reaction were further utilized for diverse functional group conversions.

Advanced Synthesis & CatalysisVol. 366(24)
Sungkyunkwan University (KR)
Ministry of Higher Education and Scientific Research, National Research Foundation of Korea, Samsung Science and Technology Foundation
Clean water and sanitation
Openalex Percentile: Top 49%
Catalytic C–H Functionalization Methods
0.25
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