Li Tian-Ren, Duan Shu-Wen, Ding Wei, Liu Yi-Yin, Chen Jia-Rong, Lu Liang-Qiu, Xiao Wen-Jing
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan, Hubei 430079, China.
J Org Chem. 2014 Mar 7;79(5):2296-302. doi: 10.1021/jo500019a. Epub 2014 Feb 13.
A [3 + 2] cycloaddition/ring contraction sequence of ylideneoxindoles with in situ-generated 2,2,2-trifluorodiazoethane without the use of any transition-metal catalyst has been developed. The reaction provides efficient access to biologically important and synthetically useful CF3-containing 3,3'-cyclopropyl spirooxindoles in high yield (74-99%) with high diastereoselectivity (>95:5 d.r.).
已开发出一种亚甲基氧化吲哚与原位生成的2,2,2-三氟重氮乙烷的[3 + 2]环加成/环收缩序列,该反应无需使用任何过渡金属催化剂。该反应能够高效地获得具有生物学重要性且在合成上有用的含CF3的3,3'-环丙基螺氧化吲哚,产率高(74-99%),非对映选择性高(>95:5 d.r.)。