Iron-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of Tertiary Anilines and Enamides for the Synthesis of Tetrahydroquinolines with Amido-Substituted Quaternary Carbon Centers
Iron-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of Tertiary Anilines and Enamides for the Synthesis of Tetrahydroquinolines with Amido-Substituted Quaternary Carbon Centers
复制标题
DOI：
10.1021/acscatal.6b00849
复制
发表时间：
2016-05
期刊：
影响因子：
12.9
通讯作者：
Mi-Na Zhao;Le Yu;Rong-Rong Hui-Rong;Zhihui Ren;Yaoyu Wang;Zheng‐Hui Guan
中科院分区：
文献类型：
--
作者：
Mi-Na Zhao;Le Yu;Rong-Rong Hui-Rong;Zhihui Ren;Yaoyu Wang;Zheng‐Hui Guan
研究了铁催化叔胺与烯胺的脱氢[4+2]环加成反应，合成了含氨基取代季碳中心的四氢喹啉。该反应通过铁催化的叔胺脱氢反应，然后与烯胺进行亲核加成/分子内环合反应，以较高的产率合成了以氨基取代的四氢喹啉类化合物。该反应可以容忍广泛的官能团，并在温和的条件下进行。DFT计算证实了脱氢[4+2]环加成反应的机理。
An iron-catalyzed dehydrogenative [4 + 2] cycloaddition reaction of tertiary anilines and enamides for the synthesis of tetrahydroquinolines with amido-substituted quaternary carbon centers has been developed. The reaction proceeds through iron-catalyzed dehydrogenation of tertiary anilines followed by nucleophilic addition/intramolecular cyclization with enamides to afford tetrahydroquinolines with amido-substituted quaternary carbon centers in good yields. The reaction tolerates a wide range of functional groups and proceeds under mild conditions. The mechanism for the dehydrogenative [4 + 2] cycloaddition has been confirmed by DFT calculations.