Alkoxyl Radicals Generated under Photoredox Catalysis: A Strategy for anti-Markovnikov Alkoxylation Reactions - Archive ouverte HAL Access content directly
Journal Articles Angewandte Chemie International Edition Year : 2018

Alkoxyl Radicals Generated under Photoredox Catalysis: A Strategy for anti-Markovnikov Alkoxylation Reactions

Abstract

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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hal-02091883 , version 1 (06-04-2019)

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Anne-Laure Barthelemy, Beátrice Tuccio, Emmanuel Magnier, Guillaume Dagousset. Alkoxyl Radicals Generated under Photoredox Catalysis: A Strategy for anti-Markovnikov Alkoxylation Reactions. Angewandte Chemie International Edition, 2018, 57 (42), pp.13790--13794. ⟨10.1002/anie.201806522⟩. ⟨hal-02091883⟩
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