Visible-light-driven Oxidation of 1,3-Dicarbonyl Compounds via Catalytic Disproportionation of TEMPO by Photoredox Catalysis

被引：43

作者：

Koike, Takashi ^{[1
]}

Yasu, Yusuke ^{[1
]}

Akita, Munetaka ^{[1
]}

机构：

[1] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan

来源：

CHEMISTRY LETTERS | 2012年 / 41卷 / 09期

关键词：

SILYL ENOL ETHERS; 1,3-DIMETHYLBARBITURIC ACID; ALPHA-OXYAMINATION; SINGLE-LAYER; ALDEHYDES; ORGANOCATALYSIS; PHOTOCATALYSIS; ALKYLATION; NITROXIDES; CHEMISTRY;

D O I：

10.1246/cl.2012.999

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Visible light irradiation of a mixture of 1,3-dicarbonyls and 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) in the presence of photoredox catalysts, [Ru(bpy)(3)](2+) and [Ir(ppy)(2)(dtbbpy)](+) (bpy: 2,2'-bipyridine, ppy: 2-phenylpyridine, dtbbpy: 4,4'-di-tert-butyl-2,2'-bipyridine), afforded two types of oxidized products, i.e., alpha-oxyaminated products from acyclic 1,3-dicarbonyls and oxidatively dimerized products from cyclic 1,3-dicarbonyls. The Ir catalyst turned out to be more active than the Ru catalyst. This is a new photocatalytic oxidation of 1,3-dicarbonyls based on a single-electron-transfer process mediated by excited photoredox catalysts.

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收藏

页码：999 / 1001

页数：3

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