Key Laboratory of Regenerative Biology and Institute of Chemical Biology, Chinese Academy of Sciences, No. 190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou 510530, China.
J Org Chem. 2011 Jul 1;76(13):5346-53. doi: 10.1021/jo2006939. Epub 2011 Jun 2.
The copper-catalyzed tandem reaction of isocyanides with N-(2-haloaryl)propiolamides is very efficient for the synthesis of pyrrolo[3, 2-c]quinolin-4-ones. Highly reactive cyclic organocopper intermediates were proposed to be generated in the copper-catalyzed formal [3 + 2] cycloaddition reaction of isocyanides with triple bonds. Intramolecular trapping of the organocopper intermediates can lead to aryl C-C bond formation, which offered an efficient method for constructing fused pyrrole structures.
铜催化的异氰与 N-(2-卤代芳基)丙炔酰胺的串联反应是非常有效的合成吡咯并[3,2-c]喹啉-4-酮的方法。高反应性的环状有机铜中间体被认为是在铜催化的异氰化物与三键的[3 + 2]环加成反应中生成的。有机铜中间体的分子内捕获可以导致芳基 C-C 键的形成，这为构建稠合吡咯结构提供了一种有效的方法。
