Visible-Light-Induced Oxidation/[3+2] Cycloaddition/Oxidative Aromatization Sequence: A Photocatalytic Strategy To Construct Pyrrolo[2,1-a]isoquinolines


  • We are grateful to the National Science Foundation of China (NO.20872043, 21072069 and 21002036), the National Basic Research Program of China (2011CB808600), and the Program for Changjiang Scholars and Innovative Research Team in University (IRT0953) for support of this research.


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A ray of sunshine: The title reaction sequence using ethyl 2-(3,4-dihydroisoquinolin-2(1H)-yl)acetates with a series of electron-deficient alkenes and alkynes provides rapid and efficient access to pyrrolo[2,1-a]isoquinolines (see scheme; bpy=2,2′-bipyridine, EWG=electron-withdrawing group). The reaction offers a strategically new protocol for the direct and efficient construction of the core structure of naturally occurring lamellarin alkaloids.