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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
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Intramolecular [2 + 2] Cycloaddition of Isocarbostyrils Catalyzed by an Iridium Visible-Light Photocatalyst
1Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan.
Abstract:
Irradiation on N-(ω-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.
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