標題: | Diversity-Oriented Synthesis of Coumarin-Linked Benzimidazoles via a One-Pot, Three-Step, Intramolecular Knoevenagel Cyclization |
作者: | Yao, Po-Hsin Eric Kumar, Sunil Liu, Yu-Li Fang, Chiu-Ping Liu, Chia-Chen Sun, Chung-Ming 應用化學系 Department of Applied Chemistry |
關鍵字: | Knoevenagel condensation;coumarin;diversity-oriented synthesis;one-pot synthesis;pkDAO activity |
公開日期: | 1-四月-2017 |
摘要: | Diversity-oriented synthesis of coumarin-linked benzimidazoles from N-(2-aminophenyl)-2-cyanoacetamide was achieved via a one-pot, three-step sequential reaction in excellent. yields. In situ intramolecular cyclization of the cyanoacetamide afforded benzimidazoles which subsequently underwent a Knoevenagel condensation of the 2-cyanome-thylbenzimidazoles with salicylaldehydes promoted by triethylamine to reach the target compounds. An important intermediate, 2-(2-imino-2H-chromen-3-yl)-1H-benzimidazole was characterized by X-ray analysis and further hydrolyzed to 2-(coumarin-3-yl)benzimidazole in acidic condition. Among the synthesized compounds, some were found to be promising inhibitors of porcine kidney D-amino acid oxidase (pkDAO). |
URI: | http://dx.doi.org/10.1021/acscombsci.7b00004 http://hdl.handle.net/11536/145351 |
ISSN: | 2156-8952 |
DOI: | 10.1021/acscombsci.7b00004 |
期刊: | ACS COMBINATORIAL SCIENCE |
Volume: | 19 |
起始頁: | 271 |
結束頁: | 275 |
顯示於類別: | 期刊論文 |