A One-Pot Copper Catalyzed Biomimetic Route to<i>N</i>-Heterocyclic Amides from Methyl Ketones via Oxidative C–C Bond Cleavage

Parthasarathi Subramanian, Satrajit Indu, Krishna P. Kaliappan

Organic Letters · 2014 · 66 citations · 69 references

Concepts

Abstract

A direct one-pot Cu-catalyzed biomimetic oxidation of methyl ketones to pharmaceutically important N-heterocyclic amides is reported. The scope of the method is broad, scalable, and mild, and the reaction is tolerant with various acid, base sensitive functionalities with multiple heteroatoms and aryl halides. The extensive mechanistic studies suggest that this reaction follows the Luciferin-Luciferase-like pathway.

References

69