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MgI<sub>2</sub>-Catalyzed Nucleophilic Ring-Opening Reactions of Donor–Acceptor Cyclopropanes with Indoline-2-thiones

Pan Tang, You-Yuan Wei, Long Wen, Haojie Ma, Yi Yang, Yan Jiang

2022The Journal of Organic Chemistry29 citationsDOI

Abstract

-catalyzed nucleophilic ring-opening reactions of donor-acceptor cyclopropanes with indoline-2-thiones as easy-to-handle sulfur nucleophiles were investigated. A series of functionalized γ-indolylthio butyric acid derivatives were synthesized in good to excellent yields under mild reaction conditions. Furthermore, the thioether functionalized ring-opening products could be transformed to sulfone and methionine analogues.

Topics & Concepts

IndolineThioetherNucleophileRing (chemistry)ChemistryCatalysisSulfurAcceptorMedicinal chemistryOrganic chemistryPhysicsCondensed matter physicsCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic Alkyne Reactions
MgI<sub>2</sub>-Catalyzed Nucleophilic Ring-Opening Reactions of Donor–Acceptor Cyclopropanes with Indoline-2-thiones | Litcius