Yamamoto Yuki, Konakazawa Yuki, Fujiwara Kohsuke, Ogawa Akiya
Graduate Faculty of Interdisciplinary Research, University of Yamanashi, 4-4-37 Takeda, Kofu, Yamanashi 400-8510, Japan.
Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.
Beilstein J Org Chem. 2024 Oct 11;20:2577-2584. doi: 10.3762/bjoc.20.216. eCollection 2024.
A simple and versatile synthesis of arylboronates has been achieved by using triarylbismuthines as aryl radical sources under transition-metal-free and open-air conditions. Conventional methods required photoirradiation or electrolysis to generate aryl radicals from triarylbismuthines. In this study, it was found that simply heating the solution of triarylbismuthines in benzotrifluoride (BTF) in air successfully led to the generation of aryl radicals, and the subsequent reaction with bis(pinacolato)diboron afforded a variety of arylboronates in moderate to good yields.
在无过渡金属和露天条件下，通过使用三芳基铋作为芳基自由基源，实现了芳基硼酸酯的简单通用合成。传统方法需要光照射或电解才能从三芳基铋生成芳基自由基。在本研究中，发现简单地在空气中加热三芳基铋在三氟甲苯（BTF）中的溶液成功地导致芳基自由基的生成，随后与双（频哪醇）二硼反应，以中等至良好的产率得到了各种芳基硼酸酯。
