Teng Jiangang, Sun Song, Yu Jin-Tao, Cheng Jiang
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering , Changzhou University , Changzhou 213164 , PR China.
J Org Chem. 2019 Dec 6;84(23):15669-15676. doi: 10.1021/acs.joc.9b02303. Epub 2019 Nov 12.
A copper-catalyzed cascade denitrogenative transannulation/hydrolyzation of 3-aminoindazoles with -(2-methylallyl)anilines was developed, affording a variety of 2-(aminomethyl)-2-methyl-indanones in moderate to good yields. 2-Cyanophenyl radical, which generated from oxidative denitrogenation of 3-aminoindazole, was proved as the reaction intermediate. This reaction features, along with the ready availability of starting materials, a cascade cleavage of two C-N bonds and construction of two C-C bonds in one pot.
开发了一种铜催化的3-氨基吲唑与α-(2-甲基烯丙基)苯胺的级联脱氮环化/水解反应，以中等至良好的产率得到了多种2-(氨基甲基)-2-甲基茚满酮。由3-氨基吲唑氧化脱氮生成的2-氰基苯基自由基被证明是反应中间体。该反应除了起始原料易于获得外，还具有在一锅反应中同时断裂两个C-N键和构建两个C-C键的特点。
