Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China.
Org Lett. 2012 Sep 21;14(18):4894-7. doi: 10.1021/ol302452j. Epub 2012 Sep 12.
Multicomponent reactions of acenaphthylene-1,2-dione with diaroylmethanes and electron-rich pyrazol-5-amines have been discovered. A series of new and polyfunctionalized pentacyclic pyrazole-fused naphtho[1,8-fg]isoquinolines were regioselectively synthesized. The reactions were easy to perform simply by mixing three common reactants in AcOH. During these reaction processes, the insertion of active methylene of diaroylmethane into the sp(2)-sp(2) C-C bond of the cyclohexa-2,5-dienone ring was readily achieved and two C-C bonds were cleaved under transition-metal-free conditions.
发现了吖萘并[1,2-d]酮与二芳基甲酮和富电子吡唑-5-胺的多组分反应。通过在 AcOH 中简单混合三种常见反应物，区域选择性地合成了一系列新型多功能五环吡唑并[1,8-fg]异喹啉。在这些反应过程中，二芳基甲酮的活泼亚甲基很容易插入环己-2,5-二烯酮环的 sp(2)-sp(2) C-C 键中，并且在无过渡金属条件下断裂了两个 C-C 键。
