Toward a Visible Light Mediated Photocyclization: Cu-Based Sensitizers for the Synthesis of [5]Helicene

被引:99
作者
Hernandez-Perez, Augusto C. [1 ]
Vlassova, Anna [1 ]
Collins, Shawn K. [1 ]
机构
[1] Univ Montreal, Dept Chim, Ctr Green Chem & Catalysis, Montreal, PQ H3C 3J7, Canada
关键词
PHOTOREDOX CATALYSIS; COMPLEXES; PHOTOCHEMISTRY; PHOTOCATALYSIS; CYCLOADDITIONS; HELICENES; ALDEHYDES; ALCOHOLS;
D O I
10.1021/ol300983b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A photochemical synthesis of [5]helicene employing a copper-based sensitizer 7 has been developed that avoids the disadvantages associated with the traditional UV light mediated method. The visible light mediated synthesis uses common glassware and a simple household light bulb without the competing formation of [2 + 2] cycloadducts, regioisomers, or the overoxidation product benzo[ghi]perylene 3. Preliminary results show that the reaction time can be significantly reduced through the use of a continuous flow strategy.
引用
收藏
页码:2988 / 2991
页数:4
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