Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 35, Pages 7387-7395Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob01867c
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Funding
- Development and Promotion of Science and Technology Talents Project (DPST) [012/2558]
- Center of Excellence for Innovation in Chemistry (PERCH-CIC)
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Quinoline derivatives were obtained from enaminones and 2-bromo- or 2-iodobenzaldehydes via copper-catalyzed domino reactions consisting of the aldol reaction, C(aryl)-N bond formation and elimination. The electronic effect of aldehydes played a major role in the reaction outcome. Two simple protocols are disclosed to achieve various quinolines from both cyclic and acyclic enaminones in good yields. With the less-reactive acyclic enaminones, diethyl-2-(2-bromobenzylidene) malonate was shown to be more compatible than the benzaldehydes.
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