期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 10, 期 32, 页码 6579-6586出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25928a
关键词
-
资金
- University of Ferrara
- Italian Ministry of University and Scientific Research [2009ZSC5K2 004]
Diaryl alpha-diketones do not undergo polarity reversal in the presence of (benzo) thiazolium carbenes but are engaged in a novel multicomponent reaction with water to efficiently give medicinally relevant 1,4-thiazin-3-one heterocycles. Three different sets of conditions have been optimized to furnish the title compounds in fair to excellent yields depending on the electronic properties of alpha-diketone aromatic substituents and thiazolium or benzothiazolium substrate. A plausible reaction mechanism is also proposed based on the isolation and characterization of the postulated key intermediate and isotopic labeling experiments.
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