Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
Discovery Chemistry, Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT, 06492, USA.
Chemistry. 2019 Feb 11;25(9):2199-2202. doi: 10.1002/chem.201805772. Epub 2019 Jan 16.
This article reports the first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (k /k =4.40) indicates that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.
本文报道了首例以吡啶酮为加速剂、芳烃为限制试剂的非导向 C-H 氰化反应。该反应适用于多种芳烃底物，包括药物分子和天然产物等复杂结构的中间体。动力学同位素实验（k /k =4.40）表明 C-H 键断裂是决速步骤。此外，该反应可轻易放大规模，进一步展示了该方法的合成实用性。
