Kubosaki Suzuka, Takeuchi Haruka, Iwata Yutaka, Tanaka Yosuke, Osaka Kazuyuki, Yamawaki Mugen, Morita Toshio, Yoshimi Yasuharu
Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, University of Fukui, 3-9-1 Bunkyo, Fukui 910-8507, Japan.
J Org Chem. 2020 Apr 17;85(8):5362-5369. doi: 10.1021/acs.joc.0c00055. Epub 2020 Mar 24.
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.
在有机光氧化还原催化条件及温和加热下，苯甲酸与缺电子烯烃、乙硼烷和乙腈发生光诱导脱羧自由基反应，分别得到加合物、芳基硼酸酯和还原产物。该反应被认为涉及通过脱羧促进芳基自由基生成的单电子转移。发现多种苯甲酸是这种光反应的合适底物。只有我们的双分子有机光氧化还原体系能很好地用于苯甲酸的直接光诱导脱羧反应。
