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

来源：

TETRAHEDRON | 2017年 / 73卷 / 23期

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

页码：3281 / 3287

页数：7

共 59 条

[11] Synthesis and anti-HSV-1 activity of 6 substituted pyrazolo[3,4-d]pyridazin-7-one nucleosides [J].