文献类型：期刊文献

英文题名：Synthesis of polysubstituted naphthalenes from cyclopentadienones using o-diiodobenzene/NaH as a benzyne system

作者：Zhu, Haojie[1];Hu, Ying[2];Hu, Yiou[1];Ge, Yan[1];Wang, Wei[1,4,5];Zhang, Shilei[3];Chen, Xiaobei[1]

机构：[1]East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[2]Suzhou Vocat Hlth Coll, Dept Pharm, 28 Kehua Rd, Suzhou 215009, Peoples R China;[3]Soochow Univ, Coll Pharmaceut Sci, Jiangsu Key Lab Drug Discovery & Translat Res Brai, Suzhou 215123, Jiangsu, Peoples R China;[4]Univ Arizona, Dept Pharmacol & Toxicol, 1703 E Mabel St,POB 210207, Tucson, AZ 85721 USA;[5]Univ Arizona, Inst BIO5, 1703 E Mabel St,POB 210207, Tucson, AZ 85721 USA

年份：2025

卷号：170

外文期刊名：TETRAHEDRON LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001544934900002)，CCR-EXPANDED(收录号:WOS:001544934900002)】；

基金：This work was supported by National Natural Science Foundation of China (22271206 and 22071053) , Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission, grant 2021 Sci & Tech 03-28) , East China University of Science and Technology, the '111' Project and PAPD (A Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions) .

语种：英文

外文关键词：Cyclopentadienone; Polysubstituted naphthalene; Diels-Alder reaction; Benzyne; Sodium hydride

摘要：We present an efficient strategy for constructing polysubstituted naphthalenes through Diels-Alder cycloaddition between cyclopentadienone derivatives and benzynes. Utilizing o-diiodobenzene as a stable benzyne precursor in combination with sodium hydride (NaH) enables facile in situ generation of reactive benzyne intermediate. The method features operational simplicity, use of readily accessible and cost-effective raw materials and tolerance towards diverse functional groups, thereby establishing an environmentally benign platform for synthesizing polycyclic aromatic architectures with potential applications in materials science and pharmaceutical chemistry.