文献类型：期刊文献

英文题名：NaH-mediated Synthesis of 3-Hydroxy-2-oxindoles and their Analogues from ortho-Iodoaryl α-Ketoamides

作者：Zhang, Shilei[1]; He, Mengyang[1]; Wang, Qihui[1]; Yi, Tingting[1]; Chen, Xiaobei[2]; Liu, Xuejun[3]; Chen, Xiaodong[3]; Hu, Yanwei[1]

机构：[1] Jiangsu Key Laboratory of Drug Discovery and Translational Research for Brain Diseases, College of Pharmaceutical Sciences, Soochow University, Jiangsu, Suzhou, 215123, China; [2] Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Shanghai Key Laboratory of New Drug Design, State Key Laboratory of Bioreactor Engineering, School of Pharmacy, East China University of Science & Technology, Shanghai, 200237, China; [3] Shanghai Neutan Pharmaceutical Co., Ltd., Building 26, No.555 Huanqiao Road, Pudong New Area, Shanghai, China

年份：2025

外文期刊名：SSRN

收录：EI(收录号：20250464513)

语种：英文

外文关键词：Amides - Cyclization - Drug discovery - Drug products - Halogen compounds - Hydrides - Sodium Iodide - Synthesis (chemical)

摘要：In our previous study, KH was employed as a metal-halogen exchange reagent to generate aryl anions for initiating the anionic Fries rearrangement. Herein, we demonstrate that cost-effective NaH can similarly activate ortho-iodoaryl α-ketoamide substrates via Na-I exchange with the aryl iodide moiety. The resultant aryl anions undergo intramolecular cyclization, efficiently affording 3-hydroxy-2-oxindoles or their heterocyclic analogues. Notably, these products can be further converted into other types of nitrogen-containing heterocycles, thereby establishing a platform for constructing diverse biologically important heterocyclic compounds for drug discovery. ? 2025, The Authors. All rights reserved.