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Gold‐Catalyzed Synthesis of Tetrazoles from Alkynes by CC Bond Cleavage
Author(s) -
Gaydou Morgane,
Echavarren Antonio M.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201308076
Subject(s) - catalysis , cleavage (geology) , bond cleavage , chemistry , combinatorial chemistry , stereochemistry , organic chemistry , materials science , fracture (geology) , composite material
Golden duality : Tetrazoles are formed by the reaction of alkynes with TMSN 3 (TMS=trimethylsilyl) in the presence of i PrOH and the gold(I) catalyst [JohnPhosAu(MeCN)]SbF 6 . In this transformation gold plays a dual role, first activating the alkyne and then generating a Brønsted acid in situ.