Behavior of 3-benzylamino-5-aryl-2(3<i>H</i>)-furanones towards some nitrogen nucleophiles
作者:Kamal A. Kandeel、Ahmed S. A. Youssef、Wael S. I. Abou-Elmagd、Ahmed I. Hashem
DOI:10.1002/jhet.5570430422
日期:2006.7
ropionic acids (3) with acetic anhydride afforded 3-N-benzylamino-5-aryl-2(3H)-furanones (4). The reaction of the furanones (4) with benzylamine in benzene was found to be time dependent. Thus refluxing the reaction mixture for 1 h only afforded the open-chain amides (5a-c). When the reaction was conducted for 3 h the 2(3H)-pyrrolones (6) were obtained. Hydrazine hydrate affected ring opening of the
的2-环闭合Ñ苄基氨基-3- aroylpropionic酸(3用乙酸酐),得到3- Ñ苄基氨基-5-芳基- 2(3 ħ) -呋喃酮(4)。发现呋喃酮(4)与苄胺在苯中的反应是时间依赖性的。因此,将反应混合物回流1小时仅得到开链酰胺(5a-c)。当反应进行3小时时,获得2(3H)-吡咯烷酮(6)。水合肼影响呋喃酮的开环,得到酰肼(5d-f)。另外,氨基脲转化为(4)转化为相应的氨基脲衍生物(5g-i)。使酰肼(5d-f)与苯甲酰氯反应,得到相应的二芳酰基肼(5j-1)。开链衍生物(5)转化成各种杂环的:异噻唑酮(7),二氢哒嗪酮(8),1,3,4-恶二唑(9)和1,2,4-三唑衍生物(10)通过环化反应。