Journal
ACS CATALYSIS
Volume 7, Issue 6, Pages 4057-4061Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b01133
Keywords
photoredox catalysis; C-H functionalization; heterocycles; alkylation; Minisci reaction; decarboxylation
Categories
Funding
- NRW Graduate School of Chemistry
- Deutsche Forschungsgemeinschaft
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The direct visible light-mediated C-H alkylation of heteroarenes using aliphatic carboxylic acids is reported. This mild method proceeds at low catalyst loadings (0.5 mol %) and has a high functional group tolerance and a broad substrate scope. Notably, functionalization of (iso)quinoline, pyridine, phthalazine, benzothiazole, and other heterocyclic derivatives with both cyclic and acyclic primary, secondary, and tertiary carboxylic acids as well as amino and fatty acids proceeded under the standard conditions at room temperature. This protocol enables the rapid conversion of abundant feedstock materials into medically relevant drug-like moieties.
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