Liu Huan, Song Shengjin, Wang Cheng-Qiang, Feng Chao, Loh Teck-Peng
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, P.R. China.
Institute of Advanced Synthesis (IAS), School of Chemistry and Molecular Engineering (SCME), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing Tech University, Nanjing, Jiangsu, 210009, P.R. China.
ChemSusChem. 2017 Jan 10;10(1):58-61. doi: 10.1002/cssc.201601341. Epub 2016 Dec 15.
A synthetic protocol for the expedient construction of 5-methylene-1H-pyrrol-2(5H)-one derivatives through rhodium-catalyzed [4+1] annulation with gem-difluoroacrylate as the C component was reported. By taking advantage of the twofold C-F bond cleavage occurring during the annulation, this reaction not only allows the synthesis of these heterocyclic compounds under overall oxidant-free conditions but also renders the transformation stereospecific. The very mild reaction conditions employed ensure compatibility with a wide variety of synthetically useful functional groups.
报道了一种通过铑催化的以偕二氟丙烯酸酯为C组分的[4+1]环化反应便捷构建5-亚甲基-1H-吡咯-2(5H)-酮衍生物的合成方法。利用环化过程中发生的双重C-F键断裂，该反应不仅能在完全无氧化剂的条件下合成这些杂环化合物，而且使转化具有立体选择性。所采用的非常温和的反应条件确保了与各种合成上有用的官能团兼容。
