Zhang Wei, Ren Shaobo, Zhang Jian, Liu Yunkui
State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China.
J Org Chem. 2015 Jun 5;80(11):5973-8. doi: 10.1021/acs.joc.5b00735. Epub 2015 May 27.
Palladium-catalyzed nitration of 8-methylquinolines with t-BuONO to give 8-(nitromethyl)quinolines in moderate to excellent yields has been developed involving an sp(3) C-H bond activation. The resulting (nitromethyl)quinolines could be selectively reduced to (1,2,3,4-tetrahydroquinolin-8-yl)methanamines by NaBH4 in the presence of a catalytic amount of NiCl2·6H2O.
已开发出钯催化8-甲基喹啉与叔丁基亚硝酸酯进行硝化反应，以中等至优异的产率生成8-(硝基甲基)喹啉，该反应涉及sp(3) C-H键活化。在催化量的NiCl2·6H2O存在下，所得的(硝基甲基)喹啉可通过硼氢化钠选择性还原为(1,2,3,4-四氢喹啉-8-基)甲胺。
