Regioselective Halogenation of Coumarins

A Copper Halide Promoted Regioselective Halogenation of Coumarins Using N-Halosuccinimide as Halide Source: J. Su, Y. Zhang, M. Chen, W. Li, X. Qin, Y. Xie, L. Qin, S. Huang, M. Zhang
Synlett 2019, 30, 630–634


Halogenation of aromatic and unsaturated cyclic compounds represents one of the most important reactions in organic synthesis, but regiocontrol of the process is not always straightforward. Coumarins (2H-chromen-2-ones) are privileged structures in medicinal and biological chemistry, which can exhibit a broad spectrum of biological activities. Selectively halogenated coumarins can be valuable intermediates in the synthesis of functionalized bioactive coumarins. A useful advance in the chemistry of halogenated coumarins has been recently reported by the group of Professor Min Zhang from Guanxi University (P. R. of China).

Professor Zhang said: “Regioselective halogenation of less electron-rich or even some electron-poor heteroarenes is achieved using the simple activation of N-halosuccinimide by copper halide, which provides a platform for synthesizing useful fluorescent or pharmaceutical heterocyclic compounds.”
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