Feng Chengtao, Yan Yizhe, Zhang Zhenglei, Xu Kun, Wang Zhiyong
Hefei National Laboratory for Physical Science at Microscale, CAS Key Laboratory of Soft Matter Chemistry & Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Org Biomol Chem. 2014 Jul 21;12(27):4837-40. doi: 10.1039/c4ob00708e.
A general and practical route to the synthesis of multisubstituted pyrrolo[1,2-a]quinolines has been described from 2-alkylazaarenes and nitroolefins using cerium chloride as a catalyst via a tandem Michael addition, cyclization and aromatization. This protocol features readily available starting materials, operational simplicity and high regioselectivity to access multifunctionalized pyrrolo[1,2-a]quinolines with the formation of multiple C-C and C-N bonds in one pot. In addition, various substitution patterns and functional groups were found to be compatible under the optimized conditions, which was lacking in the existing procedures.
已经描述了一种通用且实用的合成多取代吡咯并[1,2 - a]喹啉的方法，该方法以2 - 烷基氮杂芳烃和硝基烯烃为原料，使用氯化铈作为催化剂，通过串联迈克尔加成、环化和芳构化反应来实现。该方案具有起始原料易于获得、操作简单以及区域选择性高的特点，能够在一锅反应中形成多个C - C和C - N键，从而得到多官能化的吡咯并[1,2 - a]喹啉。此外，发现在优化条件下各种取代模式和官能团都具有兼容性，这是现有方法所缺乏的。
