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Photooxidative Reaction of β-Oxoamides with Amines for the Synthesis of Pyrrolin-4-ones under External Photocatalyst-Free Conditions.

Aanuoluwapo O OyejobiJie HuangYun-Xuan LuoXiang-Ying TangLong Wang
Published in: The Journal of organic chemistry (2024)
The incorporation of oxygen atoms from air under aerobic conditions plays an important role in organic synthesis. Herein, Brønsted acids are found to be a two-in-one strategic catalyst to transform enamines from β-oxoamides and amines to pyrrolin-4-ones without an external photocatalyst under visible-light conditions. The Brønsted acid can inhibit the C-C bond fragmentation of the [2 + 2] adduct from enamine and 1 O 2 , but most importantly, it can form photosensitizers with enamine and pyrrolin-4-one product by acidochromism to promote the 1 O 2 generation.
Keyphrases
  • visible light
  • photodynamic therapy
  • highly efficient
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  • carbon dioxide
  • transition metal