Acyl Radicals from Acylsilanes: Photoredox-Catalyzed Synthesis of Unsymmetrical Ketones

被引:107
|
作者
Capaldo, Luca [1 ]
Riccardi, Riccardo [1 ]
RaveIli, Davide [1 ]
Fagnoni, Maurizio [1 ]
机构
[1] Univ Pavia, Dept Chem, PhotoGreen Lab, Viale Taramelli 12, I-27100 Pavia, Italy
来源
ACS CATALYSIS | 2018年 / 8卷 / 01期
关键词
photoredox catalysis; acylsilanes; acyl radicals; decatungstate salts; acridinium salts; VISIBLE-LIGHT PHOTOCATALYSIS; C-H; MECHANISTIC PHOTOCHEMISTRY; ELECTROCHEMICAL OXIDATION; DIALKYL AZODICARBOXYLATES; ELECTROPHILIC OLEFINS; DECATUNGSTATE ANION; MERGING PHOTOREDOX; SILA-STETTER; ACYLATION;
D O I
10.1021/acscatal.7b03719
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Acyl radicals were smoothly generated from acylsilanes under photoredox-catalyzed conditions. These radicals were formed upon ultraviolet B (UV-B), solar, or visible light irradiation by using decatungstate and acridinium salts as photocatalysts. Acylation of Michael acceptors and a few styrenes resulted in a smooth preparation of unsymmetrical ketones in yields up to 89%.
引用
收藏
页码:304 / 309
页数:6
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