Sunlight-driven synthesis of γ-diketones via oxidative coupling of enamines with silyl enol ethers catalyzed by [Ru(bpy)3]2+

被引:70
|
作者
Yasu, Yusuke [1 ]
Koike, Takashi [1 ]
Akita, Munetaka [1 ]
机构
[1] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan
关键词
VISIBLE-LIGHT PHOTOCATALYSIS; PHOTOREDOX CATALYSIS; GREEN PHOTOCHEMISTRY; FINE CHEMICALS; STRATEGY; ORGANOCATALYSIS; ALKYLATION;
D O I
10.1039/c2cc31748f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A photosensitizer [Ru(bpy)(3)](2+) catalyzes oxidative coupling reaction of enamines with silyl enol ethers under visible light irradiation by a Xe lamp or sunlight to produce gamma-diketones. A 2e-oxidation process involved in this reaction is achieved by a combination of the photoexcited [Ru(bpy)(3)](2+) species and duroquinone, a 2e-acceptor.
引用
收藏
页码:5355 / 5357
页数:3
相关论文
共 5 条
  • [1] Photoinduced Oxyamination of Enamines and Aldehydes with TEMPO Catalyzed by [Ru(bpy)3]2+
    Koike, Takashi
    Akita, Munetaka
    CHEMISTRY LETTERS, 2009, 38 (02) : 166 - 167
  • [2] [Ru(bpy)3]Cl2-catalyzed aerobic oxidative cleavage β-diketones to carboxylic acids under visible light irradiation
    Wang, Xiao-Yan
    Shang, Zhen-Peng
    Zha, Gao-Feng
    Chen, Xiao-Qing
    Bukhari, Syed Nasir Abbas
    Qin, Hua-Li
    TETRAHEDRON LETTERS, 2016, 57 (50) : 5628 - 5631
  • [3] Synthesis of Tetrasubstituted Furans by Using Photoredox-Catalyzed Coupling of 2-Bromo-1,3-dicarbonyl Compounds with Silyl Enol Ethers
    Han, Yue-Yue
    Jiao, Yan-Yan
    Ren, Daan
    Hu, Zhentao
    Shen, Sheng
    Yu, Shouyun
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (04) : 414 - 417
  • [4] [Ru(bpy)3]2+ aided photocatalytic synthesis of 2-arylpyridines via Hantzsch reaction under visible irradiation and oxygen atmosphere
    Ananthakrishnan, Rajakumar
    Gazi, Sarifuddin
    CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (07) : 1463 - 1471
  • [5] InBr3-Catalyzed Coupling Reaction between Electron-Deficient Alkenyl Ethers with Silyl Enolates for Stereoselective Synthesis of 1,5-Dioxo-alk-2-enes
    Nakao, Shuichi
    Saikai, Miki
    Nishimoto, Yoshihiro
    Yasuda, Makoto
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (01) : 77 - 81