Modular and Practical Synthesis of Primary Benzyl Boronic Esters from Aryl Iodides via One-Carbon Homologation

Herein, we report a one-carbon homologation strategy for the synthesis of primary benzyl boronic acid pinacol esters from aryl iodides and a chloromethyl boron reagent. This method provides efficient access to a broad range of benzyl boronic esters with clean reaction profiles, accommodates diverse functional groups and heterocycles, and enables gram-scale synthesis as well as versatile downstream transformations.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-16
DOI
https://doi.org/10.1021/acs.joc.6c00309
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Modular and Practical Synthesis of Primary Benzyl Boronic Esters from Aryl Iodides via One-Carbon Homologation

Bo Zhang, Kai Hong, Jie Huang, Ming Li
The Journal of Organic Chemistry
Catalytic Cross-Coupling Reactions
article

Modular and Practical Synthesis of Primary Benzyl Boronic Esters from Aryl Iodides via One-Carbon Homologation

Bo Zhang, Kai Hong, Jie Huang, Ming Li
article en

Abstract

Herein, we report a one-carbon homologation strategy for the synthesis of primary benzyl boronic acid pinacol esters from aryl iodides and a chloromethyl boron reagent. This method provides efficient access to a broad range of benzyl boronic esters with clean reaction profiles, accommodates diverse functional groups and heterocycles, and enables gram-scale synthesis as well as versatile downstream transformations.

The Journal of Organic ChemistryVol. 91(12)
East China Normal University (CN)
Industry, innovation and infrastructure
Openalex Percentile: Top 20%
Catalytic Cross-Coupling Reactions
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