文献类型：期刊文献

英文题名：α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation

作者：Li, Hong-Liang[1];Wang, Yu[1];Sun, Pei-Pei[1];Luo, Xiaoyan[1];Shen, Zhenlu[2];Deng, Wei-Ping[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China

年份：2016

卷号：22

期号：27

起止页码：9348

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20162302468104);WOS:【SCI-EXPANDED(收录号:WOS:000380271100044)，CCR-EXPANDED(收录号:WOS:000380271100044)】；

基金：This work is supported by the National Natural Science Foundation of China (no. 21376224) and the "Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology" of Zhejiang University of Technology (20130211).

语种：英文

外文关键词：allenes; annulation; heterocycles; Michael addition; synthesis design

摘要：An unprecedented KI/tert-butyl hydroperoxide promoted tandem Michael addition/oxidative annulation of allene-1,3-dicarboxylic esters and 1,3-dicarbonyl compounds has been developed. This procedure provides a new, facile, and transition-metal-free synthetic approach to afford poly-substituted furans in moderate to excellent yields (up to 93%). This method first establishes a alpha,beta-double electrophilic reaction mode of allene-1,3-dicarboxylic esters to form 1,3-dicarbonyl compounds.