Radical Addition-Induced Dearomative Spirocyclization/1,4-Alkyloximation of Unactivated Arenes
Cong Shi, Ruihua Liu, Chao Xie, Zemin Wang, Yuanyuan Zhao, Hongyun Qin, Jiashu Chen, Chao Liu, Nan Zhou, Yue Xu, Xiangqian Li, Dayong Shi
Abstract
Nitrogenated spirocycles, as integral structural cores of numerous bioactive molecules, are valuable yet synthetically challenging three-dimensional scaffolds. Herein, we report a radical addition-induced dearomative spirocyclization/1,4-alkyloximation of unactivated arenes. The multicomponent protocol concurrently breaks the stable aromatic system and introduces multiple functional groups to synthesize highly decorated nitrogenated spirocycles via a radical cascade process.
Topics & Concepts
ChemistryCombinatorial chemistryCascadeProtocol (science)Organic chemistryRadicalFunctional groupReaction conditionsRadical cyclizationStereochemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions