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以α-氰基肉桂酸乙酯衍生物、酰胺和N-溴代丁二酰亚胺(NBS)为原料,在无水碳酸钠促进下,以N,N-二甲基甲酸胺(DMF)为溶剂,室温下建立了三组分合成2-噁唑啉的新体系.在优化条件下,丙酰胺、丙烯酰胺、异丁酰胺和戊酰胺均能与不同结构的α-氰基肉桂酸乙酯衍生物反应,高收率地生成相应的2-噁唑啉(最高收率可达94%),说明该反应具有广泛的适应性.合成了39个新化合物,其结构均由核磁共振氢谱、碳谱和高分辨质谱确证.根据实验结果,提出了该反应的可能机理,该机理有力地支持了形成2-噁唑啉时的区域选择性.
Using ethyl α-cyano cinnamate derivative, amide and N-bromosuccinimide (NBS) as raw materials, N, N-dimethylformamide (DMF) As solvent, a new system of three-component synthesis of 2-oxazoline was established at room temperature.Under the optimal conditions, propanamide, acrylamide, isobutyramide and pentanamide could react with different structures of α-cyanocinnamic acid B Ester derivatives to give the corresponding 2-oxazoline (yield up to 94%) in high yield, which shows that the reaction has a wide range of adaptability.A total of 39 new compounds were synthesized and their structures were determined by 1H NMR Spectral, and high-resolution mass spectrometry.According to the experimental results, the possible mechanism of this reaction is proposed, which strongly supports the regioselectivity of 2-oxazoline.