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Visible light-induced metal-free cascade denitrogenative borylation and iodination of nitroarenes
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2024-03-16 , DOI: 10.1039/d4ob00309h
Jun-Wei Li 1 , Tian-Shun Duan 1 , Bing Sun 1 , Fang-Lin Zhang 1
Affiliation  

An efficient method was developed for the one-pot construction of C–B and C–I via visible light-induced transformation of nitroarenes. This protocol relies on the photochemical properties of nitroarenes under visible light, followed by reduction with B2pin2 and diazotization with tBuONO. An array of arylboronates and iodobenzenes were constructed smoothly after excitation with purple LEDs at room temperature. In addition, the synthetic utility of this method was further demonstrated in the late-stage modification of a drug molecule. The advantages of this strategy include metal-free system, mild reaction conditions and acceptable substrate scope.

中文翻译:

可见光诱导的无金属级联硝基芳烃脱氮硼化和碘化

开发了一种通过可见光诱导硝基芳烃转化一锅法构建 C-B 和 C-I 的有效方法。该方案依赖于硝基芳烃在可见光下的光化学性质,然后用​​ B 2 pin 2还原并用t BuONO 重氮化。在室温下用紫色 LED 激发后,顺利构建了芳基硼酸酯和碘苯阵列。此外,该方法的合成效用在药物分子的后期修饰中得到进一步证明。该策略的优点包括无金属体系、反应条件温和以及可接受的底物范围。
更新日期:2024-03-16
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