4.7 Article

Access to Thiazole via Copper-Catalyzed [3+1+1]-Type Condensation Reaction under Redox-Neutral Conditions

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 22, 页码 11461-11466

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02124

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资金

  1. National Key Research and Development Program of China [2016YFA0602900]
  2. National Natural Science Foundation of China [21420102003]
  3. Fundamental Research Funds for the Central Universities [2015ZY001]

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A new strategy for thiazoles via copper-catalyzed [3+1 + 1]-type condensation reaction from oximes, anhydrides and potassiumthiocyanate (KSCN) is developed herein. The transformation has good functional group tolerance and various thiazoles were formed smoothly in good to excellent yields under mild reaction conditions. This process involves copper-catalyzed N-O/C-S bond cleavages, activation of vinyl sp(2) C-H bond, and C-S/C-N bond formations which are under redox-neutral conditions as well as operational simplicity.

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