缺电子芳香三氟甲磺酸酯与胺的氯化锌配合物的交叉偶联反应

doi:10.6023/cjoc1109301

摘要/Abstract

采用新型的有机胺氯化锌配合物作为缺电子芳香三氟甲磺酸酯转化成芳胺的试剂, 研究发现反应可以在二甲基亚砜和碳酸钾的作用下进行, 无需隔氧、密封, 也不必加入配体. 提出了不同于经典S_NAr 过程的机理, 并对生成的胺化产物进行了IR, MS 和¹H NMR 表征.

关键词: 芳香C—N 键的构建, 芳胺, 缺电子芳香三氟甲磺酸酯, 胺的氯化锌配合物

The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl₂ complexes of organic amines as nitrogen source with K₂CO₃ as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (SNAr), was proposed. The amination products were confirmed by ¹H NMR, IR and MS techniques.

Key words: formation of aromatic C—N bond, aromatic amine, electron-poor aryl triflates, ZnCl₂ complexes of amines

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徐娟, 史大昕, 魏真, 魏莹菲, 张奇, 李加荣. 缺电子芳香三氟甲磺酸酯与胺的氯化锌配合物的交叉偶联反应[J]. 有机化学, 2012, 32(04): 776-780.

Xu Juan, Shi Daxin, Wei Zhen, Wei Yingfei, Zhang Qi, Li Jiarong. Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl₂ Complexes of Amines[J]. Chin. J. Org. Chem., 2012, 32(04): 776-780.

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