Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives

Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular and streamlined synthesis of a diverse library of peptide-related compounds. Particularly notable is their application in pharmaceutical development, leveraging site-selective late-stage functionalization. Here, a visible light-induced three-component reaction involving arylthianthrenium salts, amino acid/peptide derivatives, and alkenes are introduced. This approach utilizes captodatively-stabilized carbon radicals to enable radical-radical C─C coupling, effectively constructing complex bioactive molecules. This method offers a promising alternative route for modular synthesis of peptide-derived bio-relevant compounds.

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Publication Details

Journal
Advanced Science
Published
2024-11-21
DOI
https://doi.org/10.1002/advs.202411579
Citations
9
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.25

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article

Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives

Lan‐Gui Xie, Shiyu Gu, Jianlin Zhao, Jian Shen et al.
9 citations
Advanced Science
Radical Photochemical Reactions
2.25
article

Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives

Lan‐Gui Xie, Shiyu Gu, Jianlin Zhao, Jian Shen, Qingfa Zhou, Yifeng Chen, Bo Dong, Weiguan Qi, Yufei Zhang
article en
9 citations

Abstract

Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular and streamlined synthesis of a diverse library of peptide-related compounds. Particularly notable is their application in pharmaceutical development, leveraging site-selective late-stage functionalization. Here, a visible light-induced three-component reaction involving arylthianthrenium salts, amino acid/peptide derivatives, and alkenes are introduced. This approach utilizes captodatively-stabilized carbon radicals to enable radical-radical C─C coupling, effectively constructing complex bioactive molecules. This method offers a promising alternative route for modular synthesis of peptide-derived bio-relevant compounds.

Advanced ScienceVol. 12(2)
Nanjing Normal University (CN), China Pharmaceutical University (CN), Nanjing University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 12%
Radical Photochemical Reactions
2.25
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