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Chlorophyll-Catalyzed Visible-Light-Mediated Synthesis of Tetrahydroquinolines from N,N‑Dimethylanilines and Maleimides

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journal contribution
posted on 20.01.2017, 00:00 by Jun-Tao Guo, Da-Cheng Yang, Zhi Guan, Yan-Hong He
Natural pigment chlorophyll was used as a green photosensitizer for the first time in a visible-light photoredox catalysis for the efficient synthesis of tetrahydroquinolines from N,N-dimethylanilines and maleimides in an air atmosphere. The reaction involves direct cyclization via an sp3 C–H bond functionalization process to afford products in moderate to high yields (61–98%) from a wide range of substrates with a low loading of chlorophyll under mild conditions. This work demonstrates the potential benefits of chlorophyll as photosensitizer in visible light catalysis.