Electrochemical C–H Arylation of Quinazolinone with Aryl Tetrafluoroborate Diazonium Salts in Aqueous Solution of Ionic Liquids,ACS Sustainable Chemistry & Engineering

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Electrochemical C–H Arylation of Quinazolinone with Aryl Tetrafluoroborate Diazonium Salts in Aqueous Solution of Ionic Liquids
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2023-09-01 , DOI: 10.1021/acssuschemeng.3c04247
Mengmeng Ji ₁ , Weiya Zhang ₁ , Hongbo Zhao ₁ , Yuying Gu ₁ , Wenyi Chu ₁

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A process for the electrochemical direct C–H arylation of quinazolinones and aryl tetrafluoroborate diazonium salts with ionic liquid [EMIM]BF₄ (1-ethyl-3-methylimidazolium tetrafluoroborate):H₂O (2:1) as electrolyte was developed for the synthesis of 2-arylquinazolinones, and a series of 2-arylquinazolinones were synthesized with moderate to good yields. This method was applied for the synthesis of a key intermediate of an IKK β inhibitor CU160 and a quinazolinone alkaloid 2-(1H-indol-3-yl) quinazolin-4(3H)-one. The mild and green synthesis scheme provides an effective alternative to the traditional synthesis of 2-arylquinazolinone.

中文翻译：

离子液体水溶液中喹唑啉酮与芳基四氟硼酸重氮盐的电化学 C-H 芳基化

_{开发了一种以离子液体[EMIM]BF 4} (1-乙基-3-甲基咪唑鎓四氟硼酸盐):H ₂ O (2:1)为电解质对喹唑啉酮和芳基四氟硼酸重氮盐进行电化学直接C-H芳基化的方法。2-芳基喹唑啉酮的合成，并合成了一系列2-芳基喹唑啉酮，产率中等至良好。该方法用于合成IKKβ抑制剂CU160和喹唑啉酮生物碱2-(1H-吲哚-3-基)喹唑啉-4(3H ) -酮的关键中间体。该温和、绿色的合成方案为传统2-芳基喹唑啉酮的合成提供了有效的替代方案。

更新日期：2023-09-01

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