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Gold(I)‐Catalyzed Selective Heterocyclization of Propargylic Thioureas: Mechanistic Study of Competitive Gold‐Activation Mode
Authors:Yu Jiang  Dr. Yin Wei  Prof. Dr. Xiang‐Ying Tang  Prof. Dr. Min Shi
Affiliation:1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237 (P.R. China);2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (P.R. China)
Abstract:A new selective gold(I)‐catalyzed intramolecular heterocyclization of propargylic thioureas has been developed, efficiently affording two kinds of cycloadducts in moderate to excellent yields with a broad substrate scope. Further mechanistic investigations indicate that competitive different gold activation modes feature in these cyclization processes. Kinetic experiments reveal that the gold activation mode is influenced by the ligand of the gold catalyst and the reaction conditions.
Keywords:gold  heterocycles  homogeneous catalysis  reaction mechanisms  thioureas
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