Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc05533h Click here for additional data file.
نویسندگان
چکیده
1. General information S2 2. Synthesis of carboxylic acids S3 3. Stoichiometric experiments with benzoyl hypobromite II S4 4. Optimization and control reactions S8 5. Oxidant screen S9 6. General procedure for the visible light-promoted aryl decarboxylation S9 7. Scope of the visible light-promoted decarboxylation/radical trapping S10 8. Mechanistic studies S19 a) Stern-Volmer luminescence quenching experiments S19 b) Quantum yield measurements S21 c) Reaction rates S22 d) Analysis of radical intermediates S23 e) Investigation of alternative reaction pathways S23 f) Qualitative detection of CO2 S24 g) Theoretical computations for the decarboxylation of III S25 9. References S28 10. 1H NMR, 13C NMR and 19F NMR spectral data S29
منابع مشابه
Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals.
Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis. This method constitutes a mild protocol for the decarboxylation of cheap and abundant aryl carboxylic acids and tolerates both electron-rich substrates and those lacking ortho-substitution. The in situ formation of an acyl hypobromite ...
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Benzoyl azides were used for the direct and atom economic C–H amidation of electron rich heteroarenes in the presence of phosphoric acid, a photocatalyst and visible light. Hetero-aromatic amides are obtained in good yields at very mild reaction conditions with dinitrogen as the only by-product. The reaction allows the use of aryl-, heteroarylor alkenyl acyl azides and has a wide scope for hete...
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