Photocatalytic C–C Bond Activation of Oxime Ester for Acyl Radical Generation and Application,Organic Letters

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Photocatalytic C–C Bond Activation of Oxime Ester for Acyl Radical Generation and Application
Organic Letters ( IF 4.9 ) Pub Date : 2019-05-28 00:00:00 , DOI: 10.1021/acs.orglett.9b01338
Xiuwei Fan _{1,

2} , Tao Lei _{1,

2} , Bin Chen _{1,

2} , Chen-Ho Tung _{1,

2} , Li-Zhu Wu _{1,

2}

Affiliation

A unified strategy to generate acyl radical from oxime ester via selective C–C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)₃ to related oxime takes place followed by a fast β-fragment of C–C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)₃ via enone intermediate formed in situ for cyclobutane formation.

中文翻译：

肟酯的光催化CC键活化用于酰基自由基的产生和应用

据报道，有一种通过选择性C–C键活化从肟酯生成酰基的统一策略。在可见光照射下，发生了从fac -Ir（ppy）₃到相关肟的单电子转移，接着是快速的C-C键β片段产生芳基和脂族酰基基团，随后被各种Michael受体捕获。更有趣的是，单电子转移能够通过就地形成环丁烷的烯酮中间体与激发的fac -Ir（ppy）_3的能量转移耦合。

更新日期：2019-05-28

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