期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 5, 页码 2797-2808出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02708
关键词
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A method for the synthesis of pyridine structure in quinolines using DMSO as a nonadjacent dual-methine (=CH-) synthon is disclosed. This annulation provides a simple approach for the synthesis of 3-arylquinolines from readily available substrates in useful yields.
A [3+1+1+1] annulation of arylamines, arylaldehydes, and dimethyl sulfoxide (DMSO) to the pyridine structure in quinolines using DMSO as a nonadjacent dual-methine (=CH-) synthon is disclosed. In this annulation, arylamines provide two carbon atoms and one nitrogen atom, arylaldehydes furnish one carbon atom, and DMSO provides two nonadjacent methines (=CH-) to the pyridine ring in quinoline molecules. This annulation provides a simple approach for the synthesis of 3-arylquinolines from readily available substrates in useful yields. On the basis of the control experiments and the literature, a plausible mechanism is proposed.
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