Synthesis of pyrazolopyrano pyrimidines via one-pot solvent free greener approach utilizing lanthanum trifluoroacetate and trichloroacetate Lewis acids supported on mesoporous silica: An experimental and DFT studies

IF 2.4 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Polyhedron Pub Date : 2024-10-24 DOI:10.1016/j.poly.2024.117273

Dnyaneshwar Purushottam Gholap, Rohini Suradkar, Ramdas Huse, M.K. Lande

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Abstract

Herein, an economic, environment-benign and sustainable greener protocol was developed for the production of pyrazolopyrano pyrimidines utilizing water competent Lanthanum trifluoroacetate and trichloroacetate Lewis acids based over silica via one-pot reaction involving aromatic aldehydes, ethyl acetoacetate, hydrazine hydrate and barbituric acid. The capability to incorporate a broad spectrum of functional groups, fast reaction times, best product yield, gentle reaction medium, solvent-free synthesis and the easy recoverability and multiple-time reusability of catalysts are notable advantages of the present synthetic approach. Furthermore, DFT studies was employed to study the pyrazolopyrano pyrimidines (5a-l), highlighting role of computational methods in predicting and understanding reactivity. Consequently, the integration of DFT studies with synthesis has proven to be a potent strategy for creating the current synthesis method.

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利用介孔二氧化硅支撑的三氟乙酸镧和三氯乙酸路易斯酸，通过无溶剂绿色方法合成吡唑并吡喃嘧啶：实验和 DFT 研究

在此，研究人员开发了一种经济、环保和可持续的绿色方法，利用基于二氧化硅的水性三氟乙酸镧和三氯乙酸路易斯酸，通过芳香醛、乙酰乙酸乙酯、水合肼和巴比妥酸的一锅反应生产吡唑并吡喃嘧啶。本合成方法的显著优点包括：可加入多种官能团、反应时间快、产品收率高、反应介质温和、无溶剂合成以及催化剂易于回收和可多次重复使用。此外，在研究吡唑并吡喃嘧啶（5a-l）时还采用了 DFT 研究，这凸显了计算方法在预测和理解反应性方面的作用。因此，将 DFT 研究与合成相结合被证明是创造当前合成方法的有效策略。

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来源期刊

Polyhedron 化学-晶体学

CiteScore

4.90

自引率

7.70%

发文量

515

审稿时长

2 months

期刊介绍： Polyhedron publishes original, fundamental, experimental and theoretical work of the highest quality in all the major areas of inorganic chemistry. This includes synthetic chemistry, coordination chemistry, organometallic chemistry, bioinorganic chemistry, and solid-state and materials chemistry. Papers should be significant pieces of work, and all new compounds must be appropriately characterized. The inclusion of single-crystal X-ray structural data is strongly encouraged, but papers reporting only the X-ray structure determination of a single compound will usually not be considered. Papers on solid-state or materials chemistry will be expected to have a significant molecular chemistry component (such as the synthesis and characterization of the molecular precursors and/or a systematic study of the use of different precursors or reaction conditions) or demonstrate a cutting-edge application (for example inorganic materials for energy applications). Papers dealing only with stability constants are not considered.