文献类型：期刊文献

英文题名：Cascade Reaction of Alkynols and 7-Oxabenzonorbornadienes Involving Transient Hemiketal Group Directed C-H Activation and Synergistic RhIII/ScIII Catalysis

作者：Li, Deng Yuan[1,2];Jiang, Liang Liang[1,2];Chen, Shuang[1,2];Huang, Zheng Lu[1,2];Dang, Li[3];Wu, Xin Yan[1,2];Liu, Pei Nian[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China;[3]South Univ Sci & Technol China, Dept Chem, Shenzhen 518055, Peoples R China

年份：2016

卷号：18

期号：19

起止页码：5134

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000385053900096)，CCR-EXPANDED(收录号:WOS:000385053900096)】；

基金：This research was supported by the National Natural Science Foundation of China (Project Nos. 21421004, 21372072, 21190033, 21561162003, and 21602059), the Eastern Scholar Distinguished Professor Program, the Postdoctoral Fund in China Postdoctoral Science Foundation (2015M581542 and 2016T90341), the Programme of Introducing Talents of Discipline to Universities (B16017), and the Fundamental Research Funds for the Central Universities.

语种：英文

摘要：As the first cascade C-H activation directed by a transient group, reaction of alkynols and 7-oxabenzonorbornadienes has been achieved via synergistic rhodium and scandium catalysis to afford spirocyclic dihydrobenzo[a]fluorenefurans. This transformation proceeds by a transient hemiketal group directed C-H activation, dehydrative naphthylation, and intramolecular Prins-type cyclization. Mechanistic studies and density functional theory calculations indicate that the rate-determining step is C-H bond cleavage and both the transient hemiketal group and synergistic Rh-III/Sc-III catalysis play key roles.