Trifunctionalization of Aryl Iodides with Two Distinct Nitrogen and Carbon Electrophiles by Palladium/Norbornene Catalysis
作者机构：Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of EducationCollege of Chemistry&Materials ScienceNorthwest UniversityXi'anShaanxi710127 China
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2021年第39卷第10期
页 面：2659-2667页
核心收录：
学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学]
基 金：supported by the National Natural Science Foundation of China(No.21925108) the Key Labora-of Xi'an(No.201805058ZD9CG42)。
主 题：Trifunctionalization C-H activation Polyfunctional arenes Norbornene Palladium
摘 要：Main observation and conclusion Herein,we report a highly chemo-and regioselective vicinal trifunctionalization of aryl iodides by palladium/norbornene(Pd/NBE)catalysis.The key feature of this new method is the introduction of two distinct nitrogen and carbon electrophiles,with a large gap in reactivity,for ortho-unsubstituted aryl iodides via an intermolecular and intramolecular C―H functionalization,respectively.Eight types of ipso terminations can be coupled with both ortho-amination and ortho-alkylation,affording a variety of polysubstituted benzoheterocyclic scaffolds.Silicon-tethered substrates can lead to polyfucntional arenes via a single-step operation.Noteworthy,these products exhibit full-color-tunable strong fluorescence emissions with large Stokes shifts,and product 7r can serve as a fluorescent probe to specifically target lysosome in living cells.
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