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

Juntao Guo | Zendy; DaCheng Yang | Zendy; Zhi Guan | Zendy; YanHong He | Zendy

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

Author(s) -

Juntao Guo,

DaCheng Yang,

Zhi Guan,

YanHong He

Publication year - 2017

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.6b03034

Subject(s) - photosensitizer , catalysis , photochemistry , chemistry , chlorophyll , visible spectrum , photoredox catalysis , chlorophyll a , photocatalysis , organic chemistry , materials science , optoelectronics , biochemistry

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 sp 3 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.

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