Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Visible-Light-Induced Regioselective Cyanomethylation of Imidazopyridines and Its Application in Drug Synthesis

Visible-Light-Induced Regioselective Cyanomethylation of Imidazopyridines and Its Application in Drug Synthesis
Zhengyi Liu, Lu Yu, Peipei Sun, Qing Chang, Ping Liu
3-Cyanomethylated imidazopyridines were synthesized via a visible light-promoted reaction of imidazopyridines with bromoacetonitrile or iodoacetonitrile catalyzed by fac-Ir(ppy)3 under mild conditions. For the substrates with various substituents on benzene or pyridine ring, the reaction proceeded smoothly to give the corresponding products in moderate to good yields. The synthetic utility of this visible-light-induced reaction has been illustrated in the efficient synthesis of zolpidem and alpidem.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00750

DOI: 10.1021/acs.joc.7b00750

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