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Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions

Qing‐Song Dai, Jun‐Long Li, Qiwei Wang, Si-Lin Yang, Ying-Mao Tao, Mei-Hao He, Qing‐Zhu Li, Bo Han, Xiang Zhang

2022Organic & Biomolecular Chemistry11 citationsDOI

Abstract

A formal (2 + 1) annulation and three-component (1 + 1 + 1) cascade cyclisation via sulphur ylide cyclopropanation under mild conditions is described, with the spiro-cyclopropyl iminoindoline moiety transformed into pyrrolo[3,4- c ]quinoline through a novel rearrangement process.

Topics & Concepts

CyclopropanationYlideAnnulationChemistryMoietySulfurQuinolineCascadeStereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisChromatographyCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsAsymmetric Synthesis and Catalysis