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Sustainable Aerobic Allylic C-H Bond Oxidation with Heterogeneous Iron Catalyst.

Yijie JiangSanxia ChenYuangu ChenAiling GuConghui Tang
Published in: Journal of the American Chemical Society (2024)
Emerging techniques are revolutionizing the realm of chemical synthesis by introducing new avenues for C-H bond functionalization, which have been exploited for the synthesis of pharmaceuticals, natural compounds, and functional materials. Allylic C-H bond oxidation of alkenes serves as possibly the most employed C-H bond functionalization reaction. However, sustainable and selective approaches remain scarce, and the majority of the existing conditions still hinge on hazardous oxidants or costly metal catalysts. In this context, we introduce a heterogeneous iron catalyst that addresses the above-mentioned concerns by showcasing the aerobic oxidation of steroids, terpenes, and simple olefins to the corresponding enone products. This novel method provides a powerful tool for the arsenal of allylic C-H bond oxidation while minimizing the environmental concerns.
Keyphrases
  • electron transfer
  • visible light
  • transition metal
  • hydrogen peroxide
  • highly efficient
  • ionic liquid
  • nitric oxide
  • carbon dioxide
  • gold nanoparticles
  • iron deficiency
  • life cycle
  • walled carbon nanotubes