A Simple and Convenient Synthesis of Isolated-Fused Heterocycles Based on: 2-Imino-<i>N</i>-phenyl-2<i>H</i>-chromene-3-carboxamide

• 作者: Fawi M. Abd El Latif Abd El Latif Islam H. El Azab
• 来源期刊: 合成理论与应用(英文)
• 学科: 化学
• 关键词: 2-Imino-2H-chromen-3-yl Chromeno[2 3-d]pyrimidin-4-one Β-LACTAM Thiazolidin-4-ones
• 年，卷（期）: 2012,（3）
• 页码范围: 44-57
• 页数: 14页
• 分类号: O6

摘要

Starting from 2-imino-N-phenyl-2H-chromene-3-carbox-amide, (1) a series of functionalized chromenes were achieved;such as, 2-ethoxy-2,3-dihydro-3-phenylchromeno[2,3-d]pyrimidin-4-one (2), and 2-hydrazinyl-2,3-dihydro-3-phenylchromeno-[2,3-d]pyrimidin-4-one (3). Furthermore, reactions of (3) with some of laboratory available compounds gave pyrazoles (4-9, 12, 13a, 13b), tetrazoles (11), 2-(2-benzylidenehydrazinyl)-3-phenyl-3H-chromeno[2,3-d]pyrimidin4(10H)-oneisoxazoles (14), 5-chloro-1-(4-oxo-3-phenyl-4,10-dihydro-3H-chromeno[2,3-d]pyrimidin-2-yl)-3-phenyl-2, 3-dihydro-1H-pyrazole-4-carbonitrile (17), pyrimidines (28a, b), pyridines (29a-29e, 30, 33a, 33b), benzo[b][1, 4]oxazepin-2- amines (32a, b), 3-chloro-4-(2-imino-2H-chromen-3-yl)-1-phenyl-4-(phenylamino) azetidin-2-one (34a-34e) and 2-(2- imino-2H-chromen-3-yl)-3-phenyl-2-(phenyl amino)thiazolidin-4-onee (35a-35e). The structures of these compounds were established by elemental analysis, IR, MS and NMR spectral analysis.