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探索g-CN·SOH离子液体催化剂用于一锅法合成1,1-二高芳基甲烷骨架的Knoevenagel-迈克尔反应的合成潜力。

Exploring the synthetic potential of a g-CN·SOH ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds Knoevenagel-Michael reaction.

作者信息

Soni Shivani, Teli Pankaj, Sahiba Nusrat, Teli Sunita, Agarwal Shikha

机构信息

Synthetic Organic Chemistry Laboratory, Department of Chemistry, MLSU Udaipur-313001 Rajasthan India

出版信息

RSC Adv. 2023 May 2;13(19):13337-13353. doi: 10.1039/d3ra01971c. eCollection 2023 Apr 24.

Abstract

A highly promising approach for the synthesis of functionalized 1,1-dihomoarylmethane scaffolds (bis-dimedones, bis-cyclohexanediones, bis-pyrazoles, and bis-coumarins) using g-CN·SOH ionic liquid Knoevenagel-Michael reaction has been developed and the synthesized derivatives were well characterized using spectral studies. The method involved the reaction of C-H activated acids with a range of aromatic aldehydes, in a 2 : 1 ratio catalyzed by a g-CN·SOH ionic liquid catalyst. The use of g-CN·SOH as a catalyst has several benefits, such as low cost, easy preparation, and high stability. It was synthesized from urea powder and chloro-sulfonic acid and was thoroughly characterized using FT-IR, XRD, SEM, and HRTEM. The present work unveils a promising and environmentally friendly method for synthesizing 1,1-dihomoarylmethane scaffolds with high yield, selectivity, and efficiency, using mild reaction conditions, no need for chromatographic separation, and short reaction times. The approach adheres to green chemistry principles and offers a viable alternative to the previously reported methods.

摘要

已开发出一种极具前景的方法,用于使用g-CN·SOH离子液体通过Knoevenagel-Michael反应合成功能化的1,1-二高芳基甲烷支架(双二甲基酮、双环己二酮、双吡唑和双香豆素),并通过光谱研究对合成的衍生物进行了充分表征。该方法涉及C-H活化酸与一系列芳香醛以2∶1的比例在g-CN·SOH离子液体催化剂催化下反应。使用g-CN·SOH作为催化剂有几个优点,如成本低、易于制备和稳定性高。它由尿素粉末和氯磺酸合成,并通过FT-IR、XRD、SEM和HRTEM进行了全面表征。目前的工作揭示了一种有前景且环境友好的方法,该方法使用温和的反应条件,无需色谱分离且反应时间短,能够高产率、高选择性和高效率地合成1,1-二高芳基甲烷支架。该方法符合绿色化学原则,为先前报道的方法提供了可行的替代方案。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/10152133/ca63208b56e5/d3ra01971c-f1.jpg

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