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超声辐射下 InCl 催化一锅法合成多取代的吡喃并[2,3-c]吡唑-4-羧酸酯。

InCl-catalyzed one-pot synthesis of multi-substituted pyrano[2,3-c]pyrazole-4-carboxylic acid esters under ultrasound irradiation.

机构信息

Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education and Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi, 830046, People's Republic of China.

出版信息

Mol Divers. 2019 May;23(2):275-282. doi: 10.1007/s11030-018-9864-x. Epub 2018 Aug 17.

Abstract

An efficient and simple procedure for the synthesis of 6-amino-5-cyano-4-phenyl-pyrano[2,3-c]pyrazole-4-carboxylic acid esters was developed via a one-pot reaction of β-ketoester, hydrazine, benzoylacetate, and malononitrile in 50% EtOH catalyzed by InCl under ultrasound irradiation. This method is more economic, convenient, nontoxic, and environmentally friendly than established methods of pyranopyrazole synthesis. Target compounds were obtained in excellent yields of up to 95%.

摘要

通过超声辐射下 InCl 在 50%EtOH 中的催化作用,一锅法将β-酮酯、肼、苯甲酰乙酸和丙二腈反应,开发了一种高效、简单的合成 6-氨基-5-氰基-4-苯基-吡喃并[2,3-c]吡唑-4-羧酸酯的方法。与已建立的吡喃并吡唑合成方法相比,该方法更经济、方便、无毒、环保。目标化合物的产率高达 95%。

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