中文摘要：

以β-硝基苯乙烯衍生物为底物,二溴海因为氮源/卤素源,乙腈作溶剂,建立了碳碳双键上高度区域选择性氨溴加成反应新体系.β-硝基苯乙烯衍生物与二溴海因在室温无水碳酸钠催化下反应,可高收率获得邻位氨溴加成产物,最高收率达97%;β-甲基-β-硝基苯乙烯衍生物在氢氧化钾催化下回流反应,也可高收率得到邻位氨溴加成产物,最高收率达95%.实验结果表明,对于硝基苯乙烯衍生物,当苯环4-位具有强供电子基团如CH3O时,可以得到单一的α-氨基-β-溴加成产物,但其收率相对较低;当硝基苯乙烯衍生物的苯环4-位有强吸电子基团如NO2时,反应收率则很高.这一实验结果证明β-硝基苯乙烯衍生物（缺电子烯烃）与二溴海因的氨溴加成反应具有亲核加成的特征.本文共考察了20种不同结构的β-硝基苯乙烯衍生物的氨溴加成反应情况,其产物结构经核磁共振波谱及质谱分析确证,并提出了可能的反应机理.

英文摘要：

A new protocol for the high regioselective aminobromination of β-nitrostyrene derivatives with 1,3- dibromo-5,5-dimethyl hydantoin（DBDMH） as nitrogen/bromine sources was developed. Two kinds of/3-nitro- styrene derivatives got different reaction results under different reaction conditions. For the β-nitrostyrene de- rivatives, this protocol offered vicinal haloamine products in good to excellent yields（ up to 97% ） at room tem- perature in CH3CN catalyzed by Na2CO3. For the β-methyl-β-nitrostyrene, the good to excellent yields（ up to 95% ）were also achieved refluxed in CH3CN catalyzed by KOH. The strong electron-donating substituents （e. g. , CH3 O） on the 4-position of benzene ring could deactivated the reaction activity of fl-nitrostyrenederi- vetives with DBDMH. However, the vicinal haloamines were also afforded as the sole addition product. Whereas strong electron-withdrawing substituent （e. g. , NO2 ） could activated reaction activity remarkably and the vicinal haloamines were afforded as the sole addition product, too. The result revealed that the addition reaction has a nucleophilic addition feature. The aminobromination of 20 examples of β-nitrostyrenes were inves- tigated in this work and the structure of all products were confirmed by the corresponding 1H NMR, 13C NMR spectra and HRMS（ESI）. A possible mechanism involving a nucleophilic conjugate addition was proposed.