Intermolecular Radical Addition to Carbonyls Enabled by Visible Light Photoredox Initiated Hole Catalysis

Intermolecular Radical Addition to Carbonyls Enabled by Visible Light Photoredox Initiated Hole Catalysis
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DOI:
10.1021/jacs.7b08086
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发表时间:
2017-10-04
影响因子:
15
通讯作者:
Glorius, Frank
Glorius, Frank
中科院分区:
化学1区
文献类型:
--
作者:
Pitzer, Lena;Sandfort, Frederik;Glorius, Frank

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在此,我们提出了一种利用简单的羰基化合物,醛和酮,作为分子间自由基受体的新策略。该反应通过可见光光氧化还原引发的空穴催化和羰基化合物的原位布朗斯台德酸活化来实现。该区域选择性烷基自由基加成反应不需要金属、配体或添加剂,并且在温和条件下以高度的原子经济性进行。所提出的机制是支持实验和理论研究。
Herein, we,present a novel strategy for the utilization of simple carbonyl compounds, aldehydes and ketones, as intermolecular radical acceptors. The reaction is enabled by visible light photoredox initiated hole catalysis and the in situ Bronsted acid activation of the carbonyl compound. This regioselective alkyl radical addition reaction does not require metals, ligands or additives and proceeds with a high degree of atom economy under mild conditions. The proposed mechanism is supported by both experimental and theoretical studies.