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Gold(I)‐Catalyzed Selective Heterocyclization of Propargylic Thioureas: Mechanistic Study of Competitive Gold‐Activation Mode
Author(s) -
Jiang Yu,
Wei Yin,
Tang XiangYing,
Shi Min
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201500466
Subject(s) - catalysis , intramolecular force , chemistry , combinatorial chemistry , ligand (biochemistry) , substrate (aquarium) , nanotechnology , stereochemistry , organic chemistry , materials science , receptor , biochemistry , geology , oceanography
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.