Organic Letters p. 2600 - 2605 (2020)
Update date:2022-08-04
Topics:
Gao, Yang
Nie, Jianhong
Li, Yibiao
Li, Xianwei
Chen, Qian
Huo, Yanping
Hu, Xiao-Qiang
A method for the synthesis of diverse polysubstituted quinolines from readily available acrylic acids and anthranils has been developed. The weakly coordinating -COOH directing group, which can be tracelessly removed in the cascade cyclization, is essential for this reaction. Diverse polysubstituted quinolines were obtained under mild reaction conditions with simple H2O and CO2 as byproducts. More importantly, 1,2,3,4-tetrahydroacridine, which is the core skeleton of tacrine (an Alzheimer's disease drug), was conveniently synthesized.
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