Photoredox Cobalt-Catalyzed Regio- and Stereoselective Reductive Coupling of Alkynes and Pinacol Vinylboronate with Triethylamine as Both an Electron and Hydrogen Donor

While conventional methods for constructing homoallylic boron scaffolds face limitations in pre-functionalization requirements and selectivity control, we herein disclose a visible-light-driven photoredox cobalt-catalyzed system that enables direct synthesis of multisubstituted homoallylic boron units through reductive coupling of vinyl boron reagents and alkynes. Utilizing triethylamine as both an electron and hydrogen donor, this strategy provides a step-economical approach with mild conditions and broad functional group tolerance, facilitating access to valuable organoboron building blocks.

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Publication Details

Journal
Organic Letters
Published
2025-12-23
DOI
https://doi.org/10.1021/acs.orglett.5c04880
Primary Topic
Organoboron and organosilicon chemistry
Type
article
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article

Photoredox Cobalt-Catalyzed Regio- and Stereoselective Reductive Coupling of Alkynes and Pinacol Vinylboronate with Triethylamine as Both an Electron and Hydrogen Donor

Ji‐Bao Xia, Yan-Lin Li, Chen Chen
Organic Letters
Organoboron and organosilicon chemistry
article

Photoredox Cobalt-Catalyzed Regio- and Stereoselective Reductive Coupling of Alkynes and Pinacol Vinylboronate with Triethylamine as Both an Electron and Hydrogen Donor

Ji‐Bao Xia, Yan-Lin Li, Chen Chen
article en

Abstract

While conventional methods for constructing homoallylic boron scaffolds face limitations in pre-functionalization requirements and selectivity control, we herein disclose a visible-light-driven photoredox cobalt-catalyzed system that enables direct synthesis of multisubstituted homoallylic boron units through reductive coupling of vinyl boron reagents and alkynes. Utilizing triethylamine as both an electron and hydrogen donor, this strategy provides a step-economical approach with mild conditions and broad functional group tolerance, facilitating access to valuable organoboron building blocks.

Organic LettersVol. 28(8)
Chinese Academy of Sciences (CN), Heze University (CN), University of Chinese Academy of Sciences (CN), Nano Carbon (Poland) (PL)
Openalex Percentile: Top 33%
Organoboron and organosilicon chemistry
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