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超声促进了温和简便的一锅法三组分合成2H-吲唑,该反应通过连续缩合、形成C-N键和N-N键,以掺杂铜的二氧化硅硫酸铜(CDSCS)作为高效多相纳米催化剂催化进行。

Ultrasound promoted mild and facile one-pot, three component synthesis of 2H-indazoles by consecutive condensation, CN and NN bond formations catalysed by copper-doped silica cuprous sulphate (CDSCS) as an efficient heterogeneous nano-catalyst.

作者信息

Soltani Rad Mohammad Navid

机构信息

Medicinal Chemistry Research Laboratory, Department of Chemistry, Shiraz University of Technology, Shiraz 71555-313, Iran.

出版信息

Ultrason Sonochem. 2017 Jan;34:865-872. doi: 10.1016/j.ultsonch.2016.07.026. Epub 2016 Jul 28.

Abstract

An ultrasonic promoted facile and convenient one-pot three-component procedure for the synthesis of 2H-indazole derivatives using copper-doped silica cuprous sulphate (CDSCS) as a heterogeneous nano-catalyst has been described. In this approach, ultrasonic mediated reaction of different substituted 2-bromobenzaldehydes, structurally diverse primary amines, and tetrabutylammonium azide (TBAA) as an azide source in the presence of CDSCS in DMSO at room temperature furnishes 2H-indazoles in good to excellent yields. Utilizing ultrasonic irradiation techniques provided the dramatic improvements in terms of higher yields and shorter reaction times compared with conventional heating method.

摘要

描述了一种超声促进的简便一锅三组分方法,该方法使用铜掺杂的二氧化硅硫酸亚铜(CDSCS)作为多相纳米催化剂来合成2H-吲唑衍生物。在这种方法中,在室温下,不同取代的2-溴苯甲醛、结构多样的伯胺和作为叠氮化物源的四丁基叠氮化铵(TBAA)在DMSO中于CDSCS存在下进行超声介导反应,以良好至优异的产率得到2H-吲唑。与传统加热方法相比,利用超声辐射技术在产率更高和反应时间更短方面有显著改进。

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