Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application

被引：91

作者：

Fan, Xiuwei ^{[1
,2
]}

Lei, Tao ^{[1
,2
]}

Chen, Bin ^{[1
,2
]}

Tung, Chen-Ho ^{[1
,2
]}

Wu, Li-Zhu ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Sch Future Technol, Beijing 100049, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 11期

基金：

中国国家自然科学基金;

关键词：

ALPHA-KETO ACIDS; VISIBLE-LIGHT; PHOTOREDOX CATALYSIS; CARBOXYLIC-ACIDS; PHOTOCYCLOADDITION REACTIONS; OLEFINS; FUNCTIONALIZATION; PHENANTHRIDINES; CYCLIZATION; QUINOLINES;

D O I：

10.1021/acs.orglett.9b01338

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 beta-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.

引用

页码：4153 / 4158

页数：6

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