Litcius/Paper detail

A switchable redox annulation of 2-nitroarylethanols affording <i>N</i>-heterocycles: photoexcited nitro as a multifunctional handle

Bin Wang, Hongyuan Ren, Hou‐Ji Cao, Changsheng Lu, Hong Yan

2022Chemical Science48 citationsDOIOpen Access PDF

Abstract

generated nitroso species. The utility of this protocol was well demonstrated by broad substrate scope, excellent yields, functional group tolerance and wide applications. Finally, detailed mechanistic studies were performed, and kinetic isotope effect (KIE) experiments indicate that the homolysis of the C-H bond is involved in the rate-determining step.

Topics & Concepts

ChemistryAnnulationNitroCombinatorial chemistryIntramolecular forceRedoxHydrogen atom abstractionHomolysisReagentFunctional groupReactivity (psychology)PhotochemistryMoleculeSubstrate (aquarium)StereochemistryRadicalOrganic chemistryCatalysisOceanographyMedicineGeologyPathologyPolymerAlkylAlternative medicineRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques