Copper-catalyzed primary amination of arene C-H bond with hydroxylamine derivative

A novel methodology for the primary amination of aromatic C(sp2)-H bond utilizing hydroxylamine derivative as ammonia surrogates has been developed. With a cost-effective and convenient copper oxide, a variety of aro -matic primary amines were synthesized without external oxidant with moderate to good yields under the mild conditions. This amination exhibits excellent functional group tolerance, wide substrate scope, the use of readily available substrates, and a facile work-up procedure. Furthermore, the late-stage modification of drug-like small molecules with complex structures was also allowed.

Automated summary

A novel methodology for the primary amination of aromatic C(sp2)-H bond using hydroxylamine derivative as ammonia surrogates has been developed. Various aromatic primary amines were synthesized with a cost-effective and convenient copper oxide catalyst without external oxidant, exhibiting good functional group tolerance, wide substrate scope, easy availability of substrates, and a simple work-up procedure. This method also allows for the late-stage modification of drug-like small molecules with complex structures.