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- Title
Cross‐dehydrogenative Coupling of N‐Aryl Tetrahydroisoquinolines Catalyzed by an Anthraquinone‐containing Polymeric Photosensitizer.
- Authors
Wang, Fei; Yu, Dan; Chen, Yang; Sun, Jing; Wang, Jing‐Yun; Zhou, Ming‐Dong
- Abstract
This work reports the photocatalytic application of an anthraquinone‐containing polymeric photosensitizer (AQ‐PHEMA) in the visible light‐induced cross‐dehydrogenative‐coupling of N‐aryl tetrahydroisoquinolines with several nucleophiles, including nitromethane, 1‐methyl‐2‐alkyl ketone and dialkyl (aryl) phosphine oxide. The results revealed that the reaction could be catalyzed by AQ‐PHEMA efficiently to afford a series of 1‐substituted‐2‐aryl‐1,2,3,4‐tetrahydroisoquinolines in good to excellent yields with nice substrate tolerance under aerobic conditions at room temperature. The practical application potential was also showcased by a gram‐scale synthesis. More importantly, the utilization of AQ‐PHEMA as a heterogeneous photosensitizer also showed nice recyclability and reusability of the catalyst, whereas AQ‐PHEMA can be easily separated and reused for at least 8 times without significant loss of photocatalytic activity.
- Subjects
TETRAHYDROISOQUINOLINES; PHOTOCATALYSTS; PHOTOSENSITIZERS; PHOSPHINE oxides; NITROMETHANE; NUCLEOPHILES
- Publication
Chemistry - An Asian Journal, 2021, Vol 16, Issue 24, p4087
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.202100978