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Regioselective bromination of quinoxalin-2(1H)-ones with KBr and K2S2O8
Jiamin Qiao1, Zihao Ren1, Cong Fu1
1College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key laboratory of Inorganic-organic Hybrid Functional Material Chemistry, Ministry of Education, Tianjin Normal University, Tianjin, 300387, China. hxxyzhx@tjnu.edu.cn.
Abstract:
A facile and regioselective C7-bromination of quinoxalin-2(1H)-ones has been developed by employing inexpensive inorganic potassium bromide (KBr) as the bromine source and potassium persulfate (K2S2O8) as an oxidant under mild heating conditions without transition-metal catalysts. Moreover, the transformation is also applicable to other related nitrogen-containing heterocyclic skeletons such as benzooxazinones and pyrimidinediones. This cost-effective and operationally simple bromination strategy provides a convenient route to access C7-brominated quinoxalin-2(1H)-one building blocks for subsequent synthetic derivatization.
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