Arylglyoxal-based multicomponent synthesis of C-3 functionalized imidazoheterocycles

IF 2.2 4区化学 Q2 Engineering

Chemical Papers Pub Date : 2024-09-10 DOI:10.1007/s11696-024-03674-1

Swadhin Swaraj Acharya, Rahul Kumar Sahoo, Pralina Mohanty, Puspanjali Panda, Bibhuti Bhusan Parida

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Abstract

The imidazoheterocycles (fused imidazoles), widely distributed in nature and pharmaceuticals, find many applications in drug discovery, metal sensing and C–H activations, OLEDs, etc. Thus, developing new novel methods for their synthesis has been an active area of research and hence received a great deal attention from synthetic chemists. Likewise, the multicomponent reactions (MCRs) are a hot topic in synthetic research. Herein, we present this review article that covers the multicomponent synthesis of C-3 functionalized imidazoheterocycles from the one-pot reaction of aryl glyoxal, α-aminoazaarene and cyclic 1,3-dicarbonyls and the notable achievements in the area since 2014. Also, this review highlights the substrate-dependent unusual reactions and the potential future perspective in the area for further advancement.

Graphical abstract

The aryl glyoxal-based MCR provides diverse array of highly functionalized imidazoheterocycles from the one-pot MCR of α-aminoazaarene, aryl glyoxal and cyclic 1,3-dicarbonyl through Knoevenagel condensation, Michael addition, intramolecular cyclization and dehydration sequences.

Abstract Image

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基于芳基乙二醛的 C-3 功能化咪唑杂环多组分合成法

咪唑杂环（融合咪唑）广泛分布于自然界和医药领域，在药物发现、金属传感和 C-H 活化、有机发光二极管等方面有许多应用。因此，开发新的合成方法一直是一个活跃的研究领域，并因此受到合成化学家的极大关注。同样，多组分反应（MCR）也是合成研究的热门话题。在本文中，我们将介绍由芳基乙二醛、α-氨基氮杂蒽和环状 1,3-二羰基的一锅反应合成 C-3 官能化咪唑杂环的多组分合成方法，以及自 2014 年以来在该领域取得的显著成就。图解摘要基于芳基乙二醛的 MCR 通过 Knoevenagel 缩合、迈克尔加成、分子内环化和脱水顺序，从 α-氨基氮杂环庚烯、芳基乙二醛和环 1,3-二羰基的一锅 MCR 反应中提供了多种高度官能化的咪唑杂环。

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来源期刊

Chemical Papers Chemical Engineering-General Chemical Engineering

CiteScore

3.30

自引率

4.50%

发文量

590

期刊介绍： Chemical Papers is a peer-reviewed, international journal devoted to basic and applied chemical research. It has a broad scope covering the chemical sciences, but favors interdisciplinary research and studies that bring chemistry together with other disciplines.