Chemodivergent C-to-N atom swap from benzofurans to benzisoxazoles and benzoxazoles
Ann-Sophie K. Paschke, Stefanie Schiele, Camille Pinard, Filippo Sandrini, Bill Morandi
Abstract
We present a chemodivergent net C-to-N atom swap in benzofurans, affording benzoxazoles or benzisoxazoles via photo-mediated oxidative benzofuran cleavage, followed by oxime or imine formation, and cyclization using commercially available reagents.
Topics & Concepts
Swap (finance)ChemistryReagentBenzofuranImineCombinatorial chemistryOximeOxidative cleavagepUC19Medicinal chemistryStereochemistryOrganic chemistryBusinessBiochemistryGeneFinanceEscherichia coliCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions