芳基重氮盐向磺酰氟的光催化转化。
Photocatalytic conversion of aryl diazonium salts to sulfonyl fluorides.
作者信息
Vincent Cooper A, Ripak Alexia, Troian-Gautier Ludovic, Tambar Uttam K
机构信息
Department of Biochemistry, The University of Texas Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, TX, 75390-9038, United States.
Université Catholique de Louvain (UCLouvain), Institut de la Matière Condensée et des Nanosciences (IMCN), Molecular Chemistry, Materials and Catalysis (MOST), Place Louis Pasteur 1, bte L4.01.02, 1348, Louvain-la-Neuve, Belgium.
出版信息
Tetrahedron. 2023 Jun 12;139. doi: 10.1016/j.tet.2023.133364. Epub 2023 Apr 14.
Sulfonyl fluorides have emerged as powerful tools in chemical biology for the selective labelling of proteins. A photocatalytic method is described for the conversion of aryl diazonium salts to aryl sulfonyl fluorides. The diazonium substrates are easily obtained in one step from functionalized anilines. We present the optimization of this mild method for the synthesis of sulfonyl fluorides, the scope of the transformation with a series of functionalized diazonium salts, and we discuss photophysical measurements that provide detailed information about the mechanism of the photochemical process.
磺酰氟已成为化学生物学中用于蛋白质选择性标记的强大工具。本文描述了一种光催化方法，用于将芳基重氮盐转化为芳基磺酰氟。重氮盐底物可通过一步从功能化苯胺轻松获得。我们展示了这种温和的磺酰氟合成方法的优化，一系列功能化重氮盐的转化范围，并讨论了提供有关光化学过程机理详细信息的光物理测量。
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