Aryl(TMP)iodonium Tosylate Reagents as a Strategic Entry Point to Diverse Aryl Intermediates: Selective Access to Arynes
Aryl(TMP)iodonium Tosylate Reagents as a Strategic Entry Point to Diverse Aryl Intermediates: Selective Access to Arynes
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DOI：
10.1021/acs.orglett.1c01534
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发表时间：
2021-05-25
期刊：
影响因子：
5.2
通讯作者：
Stuart, David R.
中科院分区：
文献类型：
--
作者：
Nilova, Aleksandra;Metze, Bryan;Stuart, David R.
芳烃广泛存在于具有重要社会意义的分子中。进入不同的芳烃化学空间是至关重要的，从普通试剂中获得这样做的能力是非常必要的。芳基(TMP)对甲苯磺酸碘通过不同的芳基中间体提供了进入芳烃化学空间的一个这样的接入点。在这里，我们证明了控制反应路径选择性地导致芳烃和亲芳烃的广泛范围(24例，平均产率70%)和有效地获得生物活性化合物。
Arenes are broadly found motifs in societally important molecules. Access to diverse arene chemical space is critically important, and the ability to do so from common reagents is highly desirable. Aryl(TMP)iodonium tosylates provide one such access point to arene chemical space via diverse aryl intermediates. Here we demonstrate that controlling reaction pathways selectively leads to arynes with a broad scope of arenes and arynophiles (24 examples, 70% average yield) and efficient access to biologically active compounds.