文献类型：期刊文献

英文题名：Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives

作者：Ma, Yueyue[1];Lv, Jufeng[1];Liu, Chengyu[1];Yao, Xiantong[1];Yan, Guoming[2];Yu, Wei[2];Ye, Jinxing[1]

机构：[1]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, Shanghai Key Lab New Drug Design,Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Shanghai Zhongxi Sunve Pharmaceut Co Ltd, 158 Minle Rd, Shanghai 201419, Peoples R China

年份：2019

卷号：58

期号：20

起止页码：6756

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20191506768291);WOS:【SCI-EXPANDED(收录号:WOS:000471977400048)，CCR-EXPANDED(收录号:WOS:000471977400048)】；

基金：This work was partially supported by National Natural Science Foundation of China (21272068, 21572056), Program for New Century Excellent Talents in University (NCET-13-0800), the Fundamental Research Funds for the Central Universities, 111 project (B07023), and the Open Project of State Key Laboratory of Chemical Engineering (SKL-ChE-17C01).

语种：英文

外文关键词：[4+2] annulation; metal- and oxidant-free reactions; naphthalene derivatives; rearrangement-aromatization; styrenes

摘要：We report the first electrochemical strategy to synthesize functionalized naphthalene derivatives through [4+2] annulationrearrangement-aromatization from styrenes under mild conditions. The electrolysis does not require metals, oxidants and high valence substrates, indicating the atom and step-economy ideals. The dehydrodimer produced through [4+2] cycloaddition of 4-methoxy -methyl styrene is isolated and proved to be the key intermediate for the following oxydehydrogenation to form carbon cation, which undergoes rearrangement-aromatization to afford the final products. This reaction represents a powerful access to construct multi-substituted naphthalene blocks in a single step.