Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl2 Complexes of Amines

doi:10.6023/cjoc1109301

Abstract

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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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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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

Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl₂ Complexes of Amines

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