Palladium-catalyzed meta-C-H bond iodination of arenes with I2

被引:19
作者
Liu, Min [1 ,2 ,3 ]
Li, Ling-Jun [1 ,2 ,3 ]
Zhang, Jun [2 ,4 ]
Xu, Hui [1 ,2 ,3 ]
Dai, Hui-Xiong [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, Shanghai 201203, Peoples R China
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[4] Shanxi Med Univ, Sch Pharmaceut Sci, Taiyuan 030001, Peoples R China
基金
中国国家自然科学基金;
关键词
Palladium catalysis; meta-C-H iodination; Pyridine-based template; Practical ester linkages; Molecular I-2; REGIOSELECTIVE HALOGENATION; COUPLING REACTIONS; N-OXIDES; ACTIVATION; BORYLATION; FUNCTIONALIZATION; LIGAND; ARYL; BROMINATION; OLEFINATION;
D O I
10.1016/j.cclet.2019.09.057
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium-catalyzed highly meta-selective C-H iodination of phenylacetic acid, benzylphosphonate and benzylsulfonate scaffolds with molecular I-2 is developed using a pyridine-type template. The practical ester linkages enable the directing template easily installed and readily removed. The substrate scope is broad, and alkyl, methoxyl, trifluomethyl, and halo substituents are compatible with this reaction. Further transformations of ibuprofen iodide intermediates by Pd-catalyzed C-C and C-heteroatom bond formation illustrate the broad utility of this method. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1301 / 1304
页数:4
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