4.7 Article

Porphyrin covalent organic framework for photocatalytic synthesis of tetrahydroquinolines

Journal

CHINESE CHEMICAL LETTERS
Volume 33, Issue 10, Pages 4559-4562

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.01.065

Keywords

Tetrahydroquinolines; Photocatalytic oxidative annulation; Covalent organic framework; Heterogeneous photocatalyst; Porphyrin

Funding

  1. National Natural Science Foundation of China [22101158, 22171169, 21971153, 21772116]
  2. Taishan Scholars Climbing Program of Shandong Province
  3. Taishan Scholar Project of Shandong Province
  4. Major Basic Research Projects of Shandong Natural Science Foundation [ZR2020ZD32]
  5. Natural Science Foundation of Shandong Province [ZR2021MB088]

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This study demonstrates the synthesis of tetrahydroquinoline derivatives through the photocatalytic aerobic annulation reaction using a metal-free covalent organic framework as the heterogeneous photocatalyst, under visible light irradiation at room temperature.
A metal-free porphyrin covalent organic framework was employed as the heterogeneous photocatalyst for the synthesis of tetrahydroquinolines under aerobic conditions. With visible light irradiation of a catalytic amount of H2P-Bph-COF at room temperature, various substituted N,N-dimethylanilines and N-aryl maleimides were transformed to tetrahydroquinoline derivatives in moderate to good yields. This was the first example of the synthesis of tetrahydroquinolines via the photocatalytic aerobic annulation reaction employing the metal-free COF as the heterogeneous photocatalyst. (C) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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