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通过离子液体促进在水介质中5-(芳氧基)-1H-吡唑-4-甲醛的定向环化反应合成色烯并[2,3-c]吡唑-4(1H)-酮的绿色方法。

Green method for the synthesis of chromeno[2,3-c]pyrazol-4(1H)-ones through ionic liquid promoted directed annulation of 5-(aryloxy)-1H-pyrazole-4-carbaldehydes in aqueous media.

作者信息

Li He, Liu Chenjiang, Zhang Yonghong, Sun Yadong, Wang Bin, Liu Wenbo

机构信息

The Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, School of Chemistry and Chemical Engineering, Physics and Chemistry Detecting Center, Xinjiang University , Urumqi 830046, P. R. of China.

出版信息

Org Lett. 2015 Feb 20;17(4):932-5. doi: 10.1021/acs.orglett.5b00033. Epub 2015 Feb 3.

DOI:10.1021/acs.orglett.5b00033
PMID:25647482
Abstract

The first classical heterocyclic ionic liquid (IL) promoted C-H bond oxidant cross-coupling reaction for the intramolecular annulation of 5-(aryloxy)-1H-pyrazole-4-carbaldehydes to chromeno[2,3-c]pyrazol-4(1H)-ones has been disclosed. The promoter 1,3-dibutyl-1H-benzo[d][1,2,3]triazol-3-ium bromide can be easily recycled and reused with the same efficacies for at least five cycles in aqueous medium. The strategy works smoothly and provides an applicable protocol to construct a wide range of products.

摘要

首次公开了首例经典杂环离子液体(IL)促进的C-H键氧化剂交叉偶联反应,用于将5-(芳氧基)-1H-吡唑-4-甲醛分子内环化生成色烯并[2,3-c]吡唑-4(1H)-酮。促进剂1,3-二丁基-1H-苯并[d][1,2,3]三唑-3-鎓溴化物在水性介质中可轻松回收并以相同效率重复使用至少五个循环。该策略运行顺利,为构建多种产物提供了一种适用的方法。

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