Aminohalogenation reaction ofβ-nitrostyrenes with N-halosuccinimides(N-chloro and N-bromosuccinimides)has been successfully conducted by using nickel acetate as a catalyst in the presence of potassium carbonate and s...Aminohalogenation reaction ofβ-nitrostyrenes with N-halosuccinimides(N-chloro and N-bromosuccinimides)has been successfully conducted by using nickel acetate as a catalyst in the presence of potassium carbonate and succinimide as co-additives.The reaction was easily performed at room temperature under nitrogen gas protection to give dihalorinaed haloamino products in good to excellent yields(60%-98%).The structure has been confirmed by X-ray crystal structure analysis.展开更多
The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation ofβ-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the catal...The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation ofβ-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the catalyst,resulting in vicinal dichlorinated haloamino nitroalkanes with opposite regiochemistry to that generated from other electron-deficient olefins observed previously.The reaction proceeded smoothly at room temperature with good yields and excellent regioselectivities.A mechanism involving a chloronium intermediate was proposed to explain the resulting regiochemistry.The current system explored a new type of nitrogen sources for aminohalogenation of functionalized olefins.展开更多
基金supported by the National Natural Science Foundation of China(Grant No.20772056,to YP)the Welch Foundation(D-1361,to GL)+1 种基金supported by the Qing-Lan Program of Jiangsu Province(to YP)the Kua-Shi-Ji Program of the Education Ministry of China(to YP)
文摘Aminohalogenation reaction ofβ-nitrostyrenes with N-halosuccinimides(N-chloro and N-bromosuccinimides)has been successfully conducted by using nickel acetate as a catalyst in the presence of potassium carbonate and succinimide as co-additives.The reaction was easily performed at room temperature under nitrogen gas protection to give dihalorinaed haloamino products in good to excellent yields(60%-98%).The structure has been confirmed by X-ray crystal structure analysis.
基金the National Natural Science Foundation of China(20772056)Jiangsu 333 Program(for PAN Yi)for the generous financial supportsupported by the Jiangsu Key Laboratory for the Chemistry of Low-Dimensional Materials(JSKC09069)
文摘The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation ofβ-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the catalyst,resulting in vicinal dichlorinated haloamino nitroalkanes with opposite regiochemistry to that generated from other electron-deficient olefins observed previously.The reaction proceeded smoothly at room temperature with good yields and excellent regioselectivities.A mechanism involving a chloronium intermediate was proposed to explain the resulting regiochemistry.The current system explored a new type of nitrogen sources for aminohalogenation of functionalized olefins.
