Eosin Y as a Redox Catalyst and Photosensitizer for Sequential Benzylic C−H Amination and Oxidation,Chemistry - A European Journal

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Eosin Y as a Redox Catalyst and Photosensitizer for Sequential Benzylic C−H Amination and Oxidation
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2018-10-17 , DOI: 10.1002/chem.201804229
Dong-Mei Yan ₁ , Quan-Qing Zhao ₁ , Li Rao ₁ , Jia-Rong Chen ₁ , Wen-Jing Xiao _{1,

2}

Affiliation

A new synergistic multicatalytic activation mode of eosin Y has been discovered by exploiting the redox potential of its ground state and excited state. This catalytic strategy proves to be an enabling tool for visible‐light‐driven sequential benzylic C−H amination and oxidation of o‐benzyl‐N‐methoxyl‐benzamides when using Selectfluor as a hydrogen atom transfer (HAT) reagent and O₂ as oxidant. Efficient synthesis of a range of diversely functionalized 3‐hydroxyisoindolinones can thus be achieved with good yields and selectivity at mild reaction conditions. Preliminary mechanistic studies and DFT calculations suggest that eosin Y works as a redox catalyst and photosensitizer.

中文翻译：

曙红Y作为氧化还原催化剂和光敏剂，用于顺序苯甲酰CH的胺化和氧化

利用曙红Y的基态和激发态的氧化还原电位，发现了一种新型的曙红Y协同协同催化活化方式。当使用Selectfluor作为氢原子转移（HAT）试剂和O ₂作为氧化剂时，该催化策略被证明是可见光驱动的顺序苄基CH-H胺化和邻苄基N甲氧基苯甲酰胺氧化的有效工具。。因此，可以在温和的反应条件下以良好的收率和选择性实现多种多样的功能化的3-羟基异吲哚满酮的高效合成。初步的机理研究和DFT计算表明，曙红Y可用作氧化还原催化剂和光敏剂。

更新日期：2018-10-17

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