Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 15, Pages 2193-2197Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100348
Keywords
Cyanation; Electrochemical oxidation; Nitrogen heterocycles; Synthetic methods
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A new method for regioselective C-H cyanation of quinoxalin-2(1H)-ones was developed using a nucleophilic cyano source TMSCN under electrochemical oxidative conditions. The process allowed for the synthesis of C3 cyanated quinoxalin-2(1H)-ones in moderate to excellent yields without the need for transition-metal catalysts and organic hydroperoxides.
Both quinoxalin-2(1H)-ones and nitriles are valuable organic compounds, and it is an interesting task to introduce cyano into quinoxalin-2(1H)-ones. Herein a regioselective C-H cyanation of quinoxalin-2(1H)-ones was developed with a nucleophilic cyano source TMSCN under electrochemical oxidative conditions. This process allowed the synthesis of C3 cyanated quinoxalin-2(1H)-ones in moderate to excellent yields in the absence of transition-metal catalysts and organic hydroperoxides.
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