Xie Ruyu, Zhao Zhiqiang, Zhao Yongxing, Li Rui, Yao Jinzhong, Miao Maozhong
Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, People's Republic of China.
Org Lett. 2022 Mar 25;24(11):2220-2225. doi: 10.1021/acs.orglett.2c00578. Epub 2022 Mar 14.
The formed furan-fused cyclobutenes via Cu(I)-catalyzed cycloisomerization of readily available allenyl ketones bearing a cyclopropyl moiety are a highly reactive and powerful species, which undergo annulative fragmentation with terminal ynones to afford a wide variety of functional furans in moderate to high yields. This ring-distortion protocol features an unprecedented strain-controlled cycloisomerization/Diels-Alder/retro-Diels-Alder (CDRD) sequence under mild conditions.
通过铜(I)催化具有环丙基部分的易得烯丙基酮的环异构化形成的呋喃稠合环丁烯是一种高反应性且强大的物种,它们与末端炔酮发生累积碎片化反应,以中等至高产率得到多种功能性呋喃。这种环扭曲方法的特点是在温和条件下具有前所未有的应变控制环异构化/狄尔斯-阿尔德/逆狄尔斯-阿尔德(CDRD)序列。