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One‐Step Synthesis of Methanesulfonyloxymethyl Ketones via Gold‐Catalyzed Oxidation of Terminal Alkynes: A Combination of Ligand and Counter Anion Enables High Efficiency and a One‐Pot Synthesis of 2,4‐Disubstituted Thiazoles
Author(s) -
Wu Gongde,
Zheng Renhua,
Nelson Jonathan,
Zhang Liming
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300855
Subject(s) - chemistry , ligand (biochemistry) , denticity , catalysis , combinatorial chemistry , condensation , ion , cycloisomerization , organic chemistry , medicinal chemistry , metal , receptor , biochemistry , physics , thermodynamics
Abstract By using Mor‐DalPhos as the P , N ‐bidentate ligand and mesylate as the counter ion, the resulting gold(I) complex catalyzes efficient oxidative transformations of various terminal alkynes into synthetically versatile methanesulfonyloxymethyl ketones. The mild reaction conditions and high efficiency permit the one‐pot synthesis of a range of valuable 2,4‐disubstituted thiazoles by subjecting the resulting reaction mixture to a further condensation with thioamides under mild conditions.