Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 22, Pages 11461-11466Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02124
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Funding
- National Key Research and Development Program of China [2016YFA0602900]
- National Natural Science Foundation of China [21420102003]
- 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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