文献类型：期刊文献

英文题名：Divergent synthesis of 1,3,5-trisubstituted benzenes from 2,3,5-triiodobenzoic acid

作者：Lin, Huiling[1,2];Qi, Jiayi[1,2];Luo, Fan[3];Zhu, Zimei[1,2];Zhu, Haojie[1,2];Ge, Yan[1,2];Hu, Yiou[1,2];Wang, Wei[1,2,5,6];Zhang, Shilei[4];Chen, Xiaobei[1,2]

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]East China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[3]Jiaxing Univ, Coll Med, 118 Jiahang Rd, Jiaxing 314001, Peoples R China;[4]Soochow Univ, Coll Pharmaceut Sci, Jiangsu Key Lab Drug Discovery & Translat Res Brai, 199 Renai Rd, Suzhou 215123, Jiangsu, Peoples R China;[5]Univ Arizona, Dept Pharmacol & Toxicol, 1703 E Mabel St,POB 210207, Tucson, AZ 85721 USA;[6]Univ Arizona, BIO5 Inst, 1703 E Mabel St,POB 210207, Tucson, AZ 85721 USA

年份：2025

卷号：23

期号：26

起止页码：6337

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20252418617742);WOS:【SCI-EXPANDED(收录号:WOS:001505534100001)，CCR-EXPANDED(收录号:WOS:001505534100001)】；

基金：This work was supported by the National Natural Science Foundation of China (22071053 and 22271206), 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：Medicinal chemistry - Titanium compounds

摘要：Based on our previous explorations of o-diiodoarene/NaH as a novel aryne-generation system, herein we present an efficient route for the divergent synthesis of 1,3,5-trisubstituted benzenes. Since carboxylic acid could be converted into a lot of functional groups, in this protocol, the readily available and inexpensive 2,3,5-triiodobenzoic acid (TIBA) was employed as the starting material for the preparation of diverse aryne precursors. With this aryne-generation toolbox, a series of transformations were achieved between various nucleophiles and these aryne precursors, producing 5-iodo-1,3-disubstituted benzenes as valuable intermediates. The subsequent Ullmann reaction then gave hetero-1,3,5-trisubstituted benzenes.