Aminohalogenation reaction of β-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...Aminohalogenation reaction of β-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 of β-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the cata...The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation of β-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 of β-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 of β-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.
