Access to Chromenopyrrolidines Enabled by Organophotocatalyzed [2 + 2 + 1] Annulation of Chromones with <i>N</i>-Arylglycines
Xin Zhou, Biwei Zhang, Ping Wu, Wei Xu, Ren‐Qi Wang, Jingbai Li, Hongbin Zhai, Bin Cheng, Taimin Wang
Abstract
A facile approach toward chromenopyrrolidines was achieved under mild conditions via organophotocatalyzed aerobic decarboxylative [2 + 2 + 1] annulation of chromones with N -arylglycines, in which N -arylglycines perform dual roles (i.e., radical precursor and methylene provider). Mechanistic studies suggested that a Giese-type radical addition and consequent Mannich pathway were likely responsible for the annulation reaction.
Topics & Concepts
AnnulationChemistryMethyleneCombinatorial chemistryStereochemistryOrganic chemistryMedicinal chemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions