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Photoredox Catalyzed [3 + 2]-Annulation Reaction of Pyridinium 1,4-Zwitterionic Thiolates with Alkenes: Synthesis of Dihydrothiophenes

Yong‐Chun Luo, Yang Wang, Run Shi, Xu-Gang Zhang, Huanhuan Zhang, Peng‐Fei Xu

2023Organic Letters14 citationsDOI

Abstract

Pyridinium 1,4-zwitterionic thiolates are usually used to develop ionic annulation reactions. However, radical reactions were rare. We developed a photoredox catalyzed [3 + 2]-annulation reaction of pyridinium 1,4-zwitterionic thiolates with alkenes, disclosed the new reactivity of pyridinium 1,4-zwitterionic thiolate, and provided a new synthetic method for dihydrothiophene.

Topics & Concepts

PyridiniumAnnulationChemistryReactivity (psychology)Photoredox catalysisIonic bondingCatalysisCombinatorial chemistryMedicinal chemistryPhotochemistryOrganic chemistryIonPhotocatalysisMedicineAlternative medicinePathologySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Photoredox Catalyzed [3 + 2]-Annulation Reaction of Pyridinium 1,4-Zwitterionic Thiolates with Alkenes: Synthesis of Dihydrothiophenes | Litcius