Arylation of quinoxalinones at room temperature under metal and base free-conditions

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Abstract

A mild and efficient method for the arylation of quinoxalinones are described using aryldiazonium tetrafluoroborates as aryl source. Reactions proceeds at room temperature in a short reaction time of 1 h without metal catalysts and bases. Broad functional group tolerance was observed with good yields of products even at gram scale reaction. Control experiments suggest that the reactions proceed through a radical pathway. Furthermore, the present protocol applied for the successive synthesis of three biologically active molecules. Overall, the method offers a convenient and versatile approach for the synthesis of arylated quinoxalinones.

Graphical abstract

Abstract Image

室温下无金属和碱条件下的喹喔啉酮芳基化反应
摘要 本文介绍了一种以芳基二氮杂四氟硼酸盐为芳基源的温和高效的喹喔啉酮芳基化方法。反应在室温下进行,反应时间短,仅需 1 小时,无需金属催化剂和碱。即使在克级反应中,也能观察到广泛的官能团耐受性和良好的产物产率。对照实验表明,反应是通过自由基途径进行的。此外,本方案还用于连续合成三种生物活性分子。总之,该方法为合成芳基化的喹喔啉酮提供了一种方便、通用的方法。 图表摘要
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