Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 42, Pages 13790-13794Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201806522
Keywords
alkenes; ethers; photoredox catalysis; radicals; reaction mechanisms
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Funding
- French Ministry of Research
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Reported herein is a novel photoredox-catalyzed approach for ether synthesis and it involves alkoxyl radicals generated from N-alkoxypyridinium salts. A wide range of alkenes are smoothly difunctionalized in an anti-Markovnikov fashion, affording various functionalized alkyl alkyl ethers. Notably, this mild process tolerates a number of functional groups and is efficiently carried out under both batch and flow conditions. Importantly, electron paramagnetic resonance (EPR) experiments by spin trapping were carried out to characterize the radical intermediates involved in this radical/cationic process.
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