Aerobic primary and secondary amine oxidation cascade by a copper amine oxidase inspired catalyst?

Catalysis Science & Technology Pub Date: 2020-12-08 DOI: 10.1039/D0CY01764G

Abstract

Herein, we report a bioinspired catalytic system for the one-pot cascade oxidation of a native primary amine and an in situ generated non-native secondary amine. The catalyst consists of an o-quinone cofactor phd (1,10-phenanthroline-5,6-dione) and a copper ion and operates under ambient air conditions. Quinazolin-4(3H)-ones, which are common pharmacophores present in numerous pharmaceuticals and bioactive compounds, were synthesized in high yields. A detailed kinetic and mechanistic study elucidates the role of the catalyst in the multi-step oxidative cascade reaction.

Graphical abstract: Aerobic primary and secondary amine oxidation cascade by a copper amine oxidase inspired catalyst
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