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Synthesis of Pyridothiazepines via a 1,5‐Dipolar Cycloaddition Reaction between Pyridinium 1,4‐Zwitterionic Thiolates and Activated Allenes

Bin Cheng, Xinping Zhang, Hui Li, Yixuan He, Yun Li, Haiyan Sun, Taimin Wang, Hongbin Zhai

2020Advanced Synthesis & Catalysis30 citationsDOI

Abstract

Abstract The synthesis of pyridothiazepines has been achieved via a 1,5‐dipolar cycloaddition reaction between pyridinium 1,4‐zwitterionic thiolates and activated allenes conducted under thermal conditions. Meanwhile, a ring‐contraction reaction of the resulting pyridothiazepine derivatives via the extrusion of 3‐thioxoacrylates has also been described. magnified image

Topics & Concepts

ChemistryPyridiniumCycloaddition1,3-Dipolar cycloadditionZwitterionExtrusionContraction (grammar)Polymer chemistryCombinatorial chemistryOrganic chemistryCatalysisMoleculeMedicineMetallurgyMaterials scienceInternal medicineSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
Synthesis of Pyridothiazepines via a 1,5‐Dipolar Cycloaddition Reaction between Pyridinium 1,4‐Zwitterionic Thiolates and Activated Allenes | Litcius