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Water-Mediated Intramolecular Cyclization/Oxidation of α-Carbonyl Sulfur Ylides: Synthesis of Corey–Chaykovsky Reagent Type Heterocycles

Xiaokang Kang, Xiayu Liang, Qingle Zeng

2021Organic Letters12 citationsDOI

Abstract

A new class of Corey–Chaykovsky reagent type five-membered heterocycles with an oxosulfonium ylide moiety has been synthesized by the water-mediated intramolecular cyclization/oxidation of α-carbonyl sulfur ylides generated in situ from sulfonium salts under mild conditions.

Topics & Concepts

SulfoniumChemistryYlideMoietyIntramolecular forceReagentSulfurOrganic chemistryMedicinal chemistrySalt (chemistry)Cyclopropane Reaction MechanismsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques
Water-Mediated Intramolecular Cyclization/Oxidation of α-Carbonyl Sulfur Ylides: Synthesis of Corey–Chaykovsky Reagent Type Heterocycles | Litcius