Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α‑Keto Acids

Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α‑Keto Acids

Photoredox neutral decarboxylative hydroxyalkylations of heteroarenes with α-keto acids under mild conditions are described. Stable and readily available α-keto acids were employed as hydroxyalkylating reagents with only CO2 released as the byproduct. A range of aromatic and aliphatic α-keto acids w...

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Veröffentlicht in:Journal of organic chemistry 2022-03, Vol.87 (6), p.4168-4182
Hauptverfasser: Ji, Xiaochen, Yang, Zhonglin, Wu, Xinzhuang, Deng, Guo-Jun, Huang, Huawen
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Indicators and Reagents
Keto Acids
Oxidation-Reduction
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Zusammenfassung:Photoredox neutral decarboxylative hydroxyalkylations of heteroarenes with α-keto acids under mild conditions are described. Stable and readily available α-keto acids were employed as hydroxyalkylating reagents with only CO2 released as the byproduct. A range of aromatic and aliphatic α-keto acids were successfully converted into hydroxyalkylated products with various heteroarenes. This transformation proceeded through a decarboxylation/Minisci addition/SCS sequence, generating a variety of valuable hydroxyalkylated heteroarenes.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c03007