Synthesis of new 2-substituted pyrazolo[5,1-b][1,3]oxazoles via Sonogashira coupling reactions in water

被引:20
作者
Bakherad, Mohammad [1 ]
Doosti, Rahele [1 ]
Mirzaee, Mahdi [1 ]
Jadidi, Khosro [2 ]
机构
[1] Shahrood Univ Technol, Sch Chem, Shahrood, Iran
[2] Shahid Beheshti Univ, Dept Chem, Tehran, Iran
关键词
Pyrazolo[5,1-b][1,3]oxazole; Palladium catalyst; Sonogashira coupling; Copper-free; ONE-POT SYNTHESIS; PYRAZOLE DERIVATIVES; ANTIINFLAMMATORY AGENTS; AQUEOUS-MEDIA; ARYL BROMIDES; BIOLOGICAL EVALUATION; ANTICANCER ACTIVITY; ACID-DERIVATIVES; ROOM-TEMPERATURE; TERMINAL ALKYNES;
D O I
10.1016/j.tet.2017.04.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New 2-substituted pyrazolo[5,1-b][1,3]oxazoles are synthesized through the Sonogashira coupling reaction of 2-iodomethyl-6-methylpyrazolo[5,1-b][1,3]oxazole with terminal alkynes in the presence of a palladium catalyst. This process is carried out in the absence of any copper salt, and provides an eco-friendly and efficient method for the synthesis of the products in water in good-to-high yields. Some of the compounds synthesized were screened for their in vitro anti-oxidant activity using the DPPH (2,2-diphenyl-2-picrylhydrazyl) assays. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3281 / 3287
页数:7
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