4.7 Article

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

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 356, 期 6, 页码 1229-1234

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300855

关键词

carbenes; catalysis; gold; oxidation; thiazoles

资金

  1. NSF [CHE1301343, CHE-0969157]
  2. Government of Jiangsu, China
  3. NSFC [21003073]
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [1301343] Funding Source: National Science Foundation

向作者/读者索取更多资源

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.

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