Perfluorobutyl Iodide Mediated [1,2] and [2,3] Stevens Rearrangement for the Synthesis of Indolin‐3‐Ones
Zhen‐Yu Chen, Bizhen Lin, Lei Chen, Yong Zou, Ming Yan, Xue‐Jing Zhang
Abstract
Abstract The tertiary amine and ketone components of 1‐carbonyl‐substituted anilines undergo [1,2] and [2,3] Stevens rearrangement reactions, triggered by a C 4 F 9 radical, formed from electron donor–acceptor complexes. This approach enables the formation of a quaternary ammonium salt and thus a Stevens rearrangement to afford indolin‐3‐ones under mild conditions. magnified image
Topics & Concepts
ChemistryIodideKetoneSalt (chemistry)AmmoniumAmine gas treatingCarroll rearrangementMedicinal chemistryAmmonium iodidePhotochemistryCope rearrangementPolymer chemistrySigmatropic reactionOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsFluorine in Organic Chemistry