Organic Letters · 2018 · 84 citations · 31 references
Natural SciencesBiochemistryChemistryBiocatalysisCatalysisSynthetic Medicinal ChemistryPhotocatalysisPhotochemical SynthesisPhotochemistryVitamin ChemistryB VitaminsElectron TransferHeterocyclic CatalystsIntramolecular Electron TransferOxidationPhotocatalytic OxidationPhotocatalytic SynthesisVitamin B2 (Riboflavin)
An operationally simple protocol is disclosed to facilitate entry to benzo-3,4-coumarins directly from biaryl carboxylic acids without the need for substrate prefunctionalization. Complementary to classic lactonization strategies, this disconnection relies on the oxidation competence of photoactivated (−)-riboflavin (vitamin B 2 ) to generate the heterocyclic core via photoinduced single electron transfer. Collectively, the inexpensive nature of the catalyst, ease of execution, and absence of external metal additives are a convincing endorsement for the incorporation of simple vitamins in contemporary catalysis.
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Visible‐Light Photoredox Catalysis
Jun Xuan, Wen‐Jing Xiao · Angewandte Chemie International Edition · 2012 · 2.2K citations