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Quinoline conjugated imidazopyridine and pyridopyrimidine synthesis in water as highly selective fluoride sensors via a catalyst-free four-component reaction
Monatshefte für Chemie - Chemical Monthly ( IF 1.7 ) Pub Date : 2020-10-09 , DOI: 10.1007/s00706-020-02681-8
Atieh Rezvanian , Farzaneh Noorakhtar , Ghodsi Mohammadi Ziarani , Fatemeh Mahajer

Abstract

A green and convenient procedure for the synthesis of quinoline-conjugated imidazopyridines and pyridopyrimidines has been developed by a simple one-pot reaction in the absence of any transition metal catalyst in water. This green process can be readily performed by reacting inexpensive starting materials of 2-chloroquinoline-3-carbaldehyde, malononitrile, 1,1-bis(methylthio)-2-nitroethylene, and diamine in aqueous solution. The present synthesis shows attractive characteristics, such as the use of water as reaction media, convenient one-pot operation, and reduced waste production without the use of any base or metal promoters. The products are purified by crystallization from ethanol, and the process does not involve any hazardous solvent. Also, the fluorescence study of these conjugated systems was also considered, which revealed that they have highly selective sensing of fluoride.

Graphic abstract



中文翻译:

喹啉共轭咪唑并吡啶和吡啶并嘧啶在水中的合成,通过无催化剂的四组分反应作为高选择性的氟化物传感器

摘要

通过简单的一锅反应在水中不存在任何过渡金属催化剂的情况下,开发了绿色且方便的合成喹啉共轭的咪唑并吡啶和吡啶并嘧啶的方法。通过使廉价的2-氯喹啉-3-甲醛,丙二腈,1,1-双(甲硫基)-2-硝基乙烯和二胺在水溶液中反应,可以轻松地进行这种绿色工艺。本发明的合成物显示出引人注目的特性,例如使用水作为反应介质,方便的一锅操作以及减少的废物产生,而无需使用任何碱或金属助催化剂。通过从乙醇中结晶纯化产物,该过程不涉及任何有害溶剂。此外,还考虑了这些共轭体系的荧光研究,

图形摘要

更新日期:2020-10-11
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