Visible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts,The Journal of Organic Chemistry

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Visible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-16 , DOI: 10.1021/acs.joc.0c00055
Suzuka Kubosaki ₁ , Haruka Takeuchi ₁ , Yutaka Iwata ₁ , Yosuke Tanaka ₁ , Kazuyuki Osaka ₁ , Mugen Yamawaki ₁ , Toshio Morita ₁ , Yasuharu Yoshimi ₁

Affiliation

Photoinduced decarboxylative radical reactions of benzoic acids with electron-deficient alkenes, diborane, and acetonitrile under organic photoredox catalysis conditions and mild heating afforded adducts, arylboronate esters, and the reduction product, respectively. The reaction is thought to involve single-electron transfer promoted the generation of aryl radicals via decarboxylation. A diverse range of benzoic acids were found to be suitable substrates for this photoreaction. Only our two-molecule organic photoredox system can work well for the direct photoinduced decarboxylation of benzoic acids.

中文翻译：

可见光和紫外光诱导的有机光氧化还原催化剂对苯甲酸的脱羧自由基反应

在有机光氧化还原催化条件下和温和加热下，苯甲酸与缺电子的烯烃，乙硼烷和乙腈进行光诱导的脱羧自由基反应，分别得到加合物，芳基硼酸酯和还原产物。该反应被认为涉及单电子转移，该反应通过脱羧促进了芳基的产生。发现多种苯甲酸是用于该光反应的合适的底物。只有我们的两分子有机光氧化还原系统才能很好地实现苯甲酸的直接光诱导脱羧。

更新日期：2020-04-24

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