Photoredox aerobic oxidation of unreactive amine derivatives through LMCT excitation of copper dichloride?
Organic Chemistry Frontiers Pub Date: 2022-08-02 DOI: 10.1039/D2QO01032A
Abstract
This work demonstrates a versatile oxidation system, a combination of CuCl2 and visible light, which is applicable to both C–H oxidation and N-demethylation and works for diverse categories of inert amine derivatives, including secondary and tertiary amides, sulfonamides, carbamates, and α-ketoamides. In addition, this ligand-to-metal charge transfer process uses molecular oxygen as a terminal oxidant and has a low cost catalytic system, broad functional group compatibility, easy availability of starting materials, and extraordinarily mild conditions. A preliminary mechanistic investigation indicates that the facile formation of a chlorine radical and the subsequent radical cascade reaction are involved in this photoredox process.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4