Tandem approach to NOBIN analogues from arylhydroxylamines and diaryliodonium salts<i>via</i>[3,3]-sigmatropic rearrangement
Hairui Yuan, Yuanbo Du, Fengting Liu, Lirong Guo, Qianyu Sun, Lei Feng, Hongyin Gao
Abstract
Herein, we present a transition-metal free direct O-arylation of arylhydroxylamines employing diaryliodonium salts as arylation reagents to form transient N,O-diarylhydroxylamines that could subsequently undergo [3,3]-sigmatropic rearrangement and re-aromatization to afford structurally diverse NOBIN analogs in good to excellent yields under mild conditions.
Topics & Concepts
Sigmatropic reactionTandemChemistryCombinatorial chemistryStereochemistryMaterials scienceComposite materialAxial and Atropisomeric Chirality SynthesisOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods