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Real-time Monitoring of Reactions Performed Using Continuous-flow Processing: The Preparation of 3-Acetylcoumarin as an Example
Published on: November 18, 2015
Synthesis of furo[3,2-c]coumarin derivatives using visible-light-promoted radical alkyne insertion with
Hui Zhou1, Xinzhao Deng, Zhenjun Ma
1Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical, Biotechnology, Nanjing University, Nanjing, 210023, China. rxtan@nju.edu.cn.
Abstract:
The synthesis of privileged structures, which are potent drug candidates, is an impetus for drug discovery. The construction of heterocyclic framework furo[3,2-c]coumarins using a visible-light promoted photoredox neutral coupling of 3-bromo-4-hydroxycoumarins with commercially available alkynes has been reported. These reactions can be carried out at room temperature under visible light irradiation with good chemical yields. This work presents 17 furocoumarins, 12 of which are new. Three of the newly synthesized compounds show potent cytotoxicity, and one shows moderate acetylcholinesterase inhibitory activity with IC50 values of 2.16 ± 0.13 μM.
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