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Electrochemical Oxidative C−H Cyanation of Quinoxalin‐2(1 H )‐ones with TMSCN
Author(s) -
Zhan Yanling,
Li Yifan,
Tong Jinwen,
Liu Ping,
Sun Peipei
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100348
Subject(s) - cyanation , chemistry , regioselectivity , electrochemistry , oxidative phosphorylation , medicinal chemistry , transition metal , nucleophile , catalysis , combinatorial chemistry , organic chemistry , electrode , biochemistry
Both quinoxalin‐2(1 H )‐ones and nitriles are valuable organic compounds, and it is an interesting task to introduce cyano into quinoxalin‐2(1 H )‐ones. Herein a regioselective C−H cyanation of quinoxalin‐2(1 H )‐ones was developed with a nucleophilic cyano source TMSCN under electrochemical oxidative conditions. This process allowed the synthesis of C3 cyanated quinoxalin‐2(1 H )‐ones in moderate to excellent yields in the absence of transition‐metal catalysts and organic hydroperoxides.