Photocatalytic Regioselective [2 + 2 + 1] Radical Annulation of Alkenes with <i>tert</i>-Butyl Nitrite and <i>gem</i>-Dihalides
Jiupeng Liu, Shuo Tang, Huayan Xu, Ruoyu Zhang, Jingjing Zhao, Puyu Zhang, Pan Li
Abstract
A visible-light photocatalytic regioselective [2 + 2 + 1] radical annulation reaction of alkenes, tert-butyl nitrite, and gem-dihalides has been developed. The protocol provides an efficient and practical approach to obtain isoxazolines in good yields under mild conditions. Significantly, gem-dihalides serve as C1 synthons, while cheap tert-butyl nitrite acts as an ideal “N–O” synthon.
Topics & Concepts
SynthonChemistryRegioselectivityAnnulationNitritePhotocatalysisOrganic chemistryMedicinal chemistryPhotochemistryCatalysisNitrateRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods