Copper(I)‐Catalyzed Interrupted Click/Sulfenylation Cascade: One‐Pot Synthesis of Sulfur Cycle Fused 1,2,3‐Triazoles
Weiguo Wang, Shuai Huang, Shikun Yan, Xuejun Sun, Chen‐Ho Tung, Zhenghu Xu
Abstract
Summary of main observation and conclusion Herein, we report a practical protocol for the synthesis of sulfur cycle fused 1,2,3‐triazoles through a copper(I)‐catalyzed tandem click/intramolecular sulfenylation reaction. The reaction proceeded via a copper‐catalyzed alkyne azide cycloaddition, followed by interception of the in situ formed cuprate‐triazole intermediate with p ‐toluenesulfonothioate. This reaction shows broad substrate scope, complete regioselectivity, and excellent functional group tolerance under mild reaction conditions.
Topics & Concepts
ChemistryRegioselectivityCycloadditionIntramolecular forceCatalysisClick chemistryAlkyneCascade reactionCombinatorial chemistryFunctional groupCopperSubstrate (aquarium)AzideSulfurCatalytic cycleTandemOrganic chemistryComposite materialPolymerMaterials scienceGeologyOceanographyClick Chemistry and ApplicationsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions