Visible light photocatalytic reductive hydroalkylation and deuterium alkylation to access α-silylated bicyclo[1.1.1]pentanes

As pharmacophoric elements, both bicyclo[1.1.1]pentanes (BCPs) and silyl substituents have found widespread applications in drug discovery. However, systematic synthetic methods for α-silylated BCPs remain limited. Herein, we report a photocatalytic hydro/deutero-alkylation of propellane that enables the synthesis of α-silylated BCPs, showcasing broad substituent compatibility.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01555c
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Visible light photocatalytic reductive hydroalkylation and deuterium alkylation to access α-silylated bicyclo[1.1.1]pentanes

Ta-Chin Lin, Xin Liu, Chenguang Liu, Changlong Zheng et al.
Organic & Biomolecular Chemistry
Radical Photochemical Reactions
article

Visible light photocatalytic reductive hydroalkylation and deuterium alkylation to access α-silylated bicyclo[1.1.1]pentanes

Ta-Chin Lin, Xin Liu, Chenguang Liu, Changlong Zheng, Shipeng Luo
article en

Abstract

As pharmacophoric elements, both bicyclo[1.1.1]pentanes (BCPs) and silyl substituents have found widespread applications in drug discovery. However, systematic synthetic methods for α-silylated BCPs remain limited. Herein, we report a photocatalytic hydro/deutero-alkylation of propellane that enables the synthesis of α-silylated BCPs, showcasing broad substituent compatibility.

Organic & Biomolecular ChemistryVol. 23(46)
Xiamen University (CN), Jiangsu University of Technology (CN), Fuzhou University (CN)
Openalex Percentile: Top 75%
Radical Photochemical Reactions
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