Litcius/Paper detail

Photocatalytic Incorporation of an Oxime Ether Functional Group at Inert C(sp<sup>3</sup>)–H Bonds via HAT

Jayanta Dey, Subhasis Paul, Manotosh Bhakat, Joyram Guin

2022Organic Letters20 citationsDOI

Abstract

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.

Topics & Concepts

ChemistryFunctional groupOximePhotocatalysisInertEtherGroup (periodic table)Inert gasPhotochemistryMedicinal chemistryOrganic chemistryCatalysisPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques