Photocatalytic Incorporation of an Oxime Ether Functional Group at Inert C(sp3)-H Bonds via HAT

Herein, we describe a photocatalytic method for the direct incorporation of an oxime functional group at inert C(sp3)- H bonds of ethers, amides, alcohols, amines, and alkanes via HAT with photoexcited eosin Y under mild conditions using air and a blue LED. Many useful functional groups are tolerated in this process, and the reaction is scalable. A series of mechanistic studies were carried out to support the radical pathway proposed for the process.

Automated summary

In this study, a photocatalytic method was developed for the direct incorporation of an oxime functional group at inert C(sp3)-H bonds of ethers, amides, alcohols, amines, and alkanes. The method utilizes air and a blue LED to enable hydrogen atom transfer with photoexcited eosin Y under mild conditions. The reaction tolerates many useful functional groups and is scalable. Mechanistic studies were conducted to support the proposed radical pathway for the process.