Xu Hui, Li Ming-Jun, Chen Hong, Huang Fei-Hong, Zhu Qi-Yue, Wang Guan-Wu, Zhang Ze
Anhui Province Key Laboratory of Functional Coordinated Complexes for Materials Chemistry Application and School of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. China.
Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Org Lett. 2022 Nov 18;24(45):8406-8411. doi: 10.1021/acs.orglett.2c03537. Epub 2022 Nov 9.
A novel and efficient I/FeCl-catalyzed domino reaction of aurones with enamino esters via Michael addition, iodination, intramolecular nucleophilic substitution, and spiro ring opening processes has been developed, affording a vast variety of polysubstituted pyrroles in moderate to excellent yields. This protocol features mild reaction conditions, broad substrate scope, high atom economy and efficiency, and feasibility for large-scale synthesis. A plausible mechanism for the pyrrole synthesis is proposed.
已开发出一种新颖且高效的 I/FeCl 催化的奥酮与烯胺酯的多米诺反应，该反应通过迈克尔加成、碘化、分子内亲核取代和螺环开环过程，以中等至优异的产率提供了多种多取代吡咯。该方法具有反应条件温和、底物范围广、原子经济性和效率高以及大规模合成的可行性等特点。还提出了一种合理的吡咯合成机理。
