Tong Kun, Liu Xiaodong, Zhang Yan, Yu Shouyun
State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China.
Chemistry. 2016 Oct 24;22(44):15669-15673. doi: 10.1002/chem.201604014. Epub 2016 Sep 23.
A direct oxidative C-H amidation of heteroarenes with sulfonamides via nitrogen-centered radicals has been achieved. Nitrogen-centered radicals are directly generated from oxidative cleavage of N-H bonds under visible-light photoredox catalysis. Sulfonamides, which are easily accessed, are used as tunable nitrogen sources and bleach (aqueous NaClO solution) is used as the oxidant. A variety of heteroarenes, including indoles, pyrroles and benzofurans, can undergo this amidation with high yields (up to 92 %). These reactions are highly regioselective, and all the products are isolated as single regioisomer.
通过氮中心自由基实现了杂芳烃与磺酰胺的直接氧化C-H酰胺化反应。在可见光光氧化还原催化下，通过N-H键的氧化裂解直接生成氮中心自由基。易于获取的磺酰胺用作可调氮源，漂白剂（次氯酸钠水溶液）用作氧化剂。多种杂芳烃，包括吲哚、吡咯和苯并呋喃，都能以高产率（高达92%）进行这种酰胺化反应。这些反应具有高度的区域选择性，所有产物均以单一区域异构体形式分离得到。
