Intramolecular [2+2] Cycloaddition of Isocarbostyrils Catalyzed by an Iridium Visible-Light Photocatalyst

被引:4
作者
Arai, Noriyoshi [1 ]
机构
[1] Hokkaido Univ, Fac Engn, Div Appl Chem, Sapporo, Hokkaido 0608628, Japan
关键词
ISOQUINOLINE ALKALOIDS; PHOTOCYCLOADDITION; ACCESS; RING; TRANSFORMATIONS; DERIVATIVES; ELECTRON; ROUTE;
D O I
10.1021/acs.joc.3c00059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Irradiation on N-(omega-alkenyl)isocarbostyrils in the presence of an iridium photocatalyst by LEDs emitting 455 nm light gave the corresponding cyclobutane-fused benzo[b]quinolizine derivatives stereoselectively in high yields. Loading 1 mol % of the catalyst was enough to obtain high yields of the products in convenient reaction time in many cases. The reaction likely proceeds through stepwise [2 + 2] cycloaddition via a triplet biradical intermediate.
引用
收藏
页码:4848 / 4853
页数:6
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