A Highly Robust Y-Based Framework for Sustainable Catalysis and Synthesis of Bioactive Chromeno[2,3-d]Pyrimidin-8-Amine Derivatives.

IF 3.6 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Bikram Pramanik, Rupam Sahoo, Sayan Palit, Madhab C Das
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Abstract

The synthesis of bioactive molecules through one-pot multicomponent reactions under mild conditions is of significant interest for medicinal chemistry, though largely unexplored and challenging. Herein, we have reported a new Y(III)-based chemically stable framework, IITKGP-65, with abundant active catalytic sites, which exhibited excellent stability in open air, water, and even in acidic medium. The activated framework, IITKGP-65a, has been utilized as a Lewis acid-driven heterogeneous catalyst for the synthesis of bioactive chromeno[2,3-d]pyrimidin-8-amine derivatives. Notably, synthesis of these compounds has not yet been reported in the literature using any coordination polymer (CP) or metal-organic framework (MOF)-based catalyst. Interestingly, a good to excellent yield was achieved even with a low catalyst loading of our developed catalyst for a wide range of substrate scopes, along with excellent recyclability without any loss of structural integrity. Most importantly, to demonstrate practical applicability, we synthesized four chromeno[2,3-d]pyrimidin-8-amine derivatives exhibiting antibacterial activity using a green ethanol medium. The facile accessibility, robust structural framework, outstanding catalytic performance, and excellent recyclability collectively underscore the potential of the developed framework, IITKGP-65, as an efficient catalyst. Furthermore, these attributes extend its applicability to the environmentally friendly synthesis of complex bioactive molecules.

生物活性染料[2,3-d]嘧啶-8-胺衍生物可持续催化合成的高度稳健框架。
在温和的条件下,通过一锅多组分反应合成生物活性分子是药物化学领域的重要研究方向,尽管这一领域还未被广泛探索和探索。在此,我们报道了一种新的基于Y(III)的化学稳定框架,IITKGP-65,具有丰富的活性催化位点,在露天,水,甚至酸性介质中都表现出优异的稳定性。该活化骨架IITKGP-65a已被用作Lewis酸驱动的非均相催化剂,用于合成具有生物活性的色[2,3-d]嘧啶-8-胺衍生物。值得注意的是,这些化合物的合成尚未见文献报道使用任何配位聚合物(CP)或金属有机框架(MOF)为基础的催化剂。有趣的是,即使我们开发的催化剂的催化剂负载较低,也可以在广泛的衬底范围内实现良好的收率,并且具有出色的可回收性,而不会损失任何结构完整性。最重要的是,为了证明其实用性,我们在绿色乙醇培养基上合成了四种具有抗菌活性的[2,3-d]嘧啶-8-胺衍生物。易接近性、坚固的结构框架、出色的催化性能和出色的可回收性共同强调了开发的框架IITKGP-65作为高效催化剂的潜力。此外,这些特性使其适用于复杂生物活性分子的环境友好合成。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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