Blue-LED Synthesis of Pummerer's Ketones by Peroxidase-Lignin-Catalyzed Oxidative Coupling of Substituted Phenols

Pummerer's ketones resembling the tricyclic scaffold of bioactive natural substances were synthesized by blue-LED driven Horseradish Peroxidase oxidative coupling of substituted phenols in 2-methyltetrahydrofuran by using meso-tetraphenylporphyrin as photosensitizer and dioxygen as primary oxidant. The application of functionalized lignin nanoparticles as a renewable and efficient platform for the immobilization of the enzyme extended the effectiveness of the overall process to heterogeneous catalysis under buffer limiting conditions.

Automated summary

Pummerer's ketones resembling bioactive natural substances were synthesized by blue-LED driven Horseradish Peroxidase coupling of substituted phenols using 2-methyltetrahydrofuran as solvent, meso-tetraphenylporphyrin as photosensitizer, and dioxygen as oxidant. The immobilization of the enzyme on functionalized lignin nanoparticles extended the effectiveness of the overall process to heterogeneous catalysis under buffer limiting conditions.