期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 132, 期 13, 页码 4600-4607出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja1006614
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资金
- MEC [CTQ2008-00042/BQU, CSD2006-0003]
A novel transformation in which mono- or dialkyl-substituted furans are converted into 1,2-dihydropyridines upon reaction with PhI=NTs at room temperature is reported. The reaction is catalyzed by complexes of general formula Tp(x)M (M = Cu, Ag) and consists of a one-pot procedure with four consecutive catalytic cycles. Furan aziridination is followed by aziridine ring-opening, transimination reaction, inverse-electronic-demand aza-Diels-Alder reaction, and a final hydrogen elimination reaction. The mechanism of the overall transformation is proposed where the metal complex displays a crucial role along the reaction pathway.
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