Bronsted acid-catalysed conjugate addition of photochemically generated α-amino radicals to alkenylpyridines

被引:71
|
作者
Hepburn, Hamish B. [1 ]
Melchiorre, Paolo [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, ICIQ Inst Chem Res Catalonia, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] ICREA Catalan Inst Res & Adv Studies, Pg Lluis Companys 23, Barcelona 08010, Spain
基金
欧洲研究理事会;
关键词
ELECTRON-DEFICIENT ALKENES; ORGANIC CATALYSIS; PHOTOREDOX; ALKYL; ACTIVATION; STRATEGIES;
D O I
10.1039/c5cc10401g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The conjugate addition of alpha-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Bronsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transiently generated a highly reactive, electrophilic pseudo-iminium ion intermediate. Initial investigations using chiral phosphoric acids provide clues on the feasibility of an enantioselective catalytic variant.
引用
收藏
页码:3520 / 3523
页数:4
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