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Cp<sub>2</sub>Fe Mediated Electrochemical Synthesis of Phosphonylated Spirocyclic Indolines via Dearomatization of Indoles

Kangdong Mo, Xiaocong Zhou, Jian Wang, Ju Wu, Yufen Zhao

2023Organic Letters33 citationsDOI

Abstract

A general and robust strategy for the synthesis of phosphonylated spirocyclic indolines has been developed through Cp 2 Fe-catalyzed electrochemical dearomaztizaion of indoles, which has been proven challenging to achieve via chemical oxidants. A range of phosphonylated 3,3-spiroindolines were obtained in moderate to good yields with excellent diastereoselectivities. The synthetic application was further illustrated by its easy scalability and the antitumor activity of the product.

Topics & Concepts

ChemistryElectrochemistryCombinatorial chemistryCatalysisOrganic chemistryElectrodePhysical chemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions
Cp<sub>2</sub>Fe Mediated Electrochemical Synthesis of Phosphonylated Spirocyclic Indolines via Dearomatization of Indoles | Litcius