在希夫碱二氧钼(VI)络合物催化下,通过多组分一锅反应快速、选择性地合成 2,4,5-三烷基-1H-咪唑和苯并咪唑

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Organometallic Chemistry Pub Date : 2024-10-22 DOI:10.1016/j.jorganchem.2024.123420
Jiaxin Zhang , Miao Wang , Jun Zhang , Qingyi Zhang , Lin Sun , Taiping Gao , Weili Wang , Tomás Guerrero , Xiuwei Gao
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引用次数: 0

摘要

咪唑类和苯并咪唑类是在药物化学和材料化学中广泛存在的重要杂环化合物,然而,合成这些化合物的实验程序仅限于多组分缩合反应,而且通常与所需的取代模式密切相关。因此,开发合成这些化合物的方法仍然是一个非常有吸引力的研究课题。在这方面,二噁钼基催化剂正在成为用途广泛、成本低廉的试剂,可用于多种化学转化。在此背景下,我们利用三叉席夫碱二噁钼(VI)络合物,开发出了一种通过多组分一锅缩合法快速高效合成 2,4,5-三烷基-1H-咪唑和苯并咪唑的方法,从而产生了一种高效、简单且易于获得的催化剂来促进上述反应。该反应具有产率高、产品选择性好、催化剂负载量低和反应操作简单等优点。
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Expeditious and selective synthesis of 2,4,5-trialkyl-1H-imdazoles and benzimidazoles via multicomponent one-pot reaction catalyzed by Schiff base dioxomolybdenum(VI) complex
Imidazoles and benzimidazoles are privileged heterocyclic compounds that can be extensively found in medicinal and materials chemistry, however, the experimental procedures for their synthesis are limited to multicomponent condensation reactions and normally are strongly dependent upon the desired substitution pattern, consequently several procedures with different conditions and catalysts are available in literature. Accordingly, the development of synthetic methodologies to afford these compounds remains a very attractive research problem. In this regard, dioxomolybdenum based catalysts are emerging as versatile and non-expensive reagents for a myriad of chemically relevant transformations. Within this context, an expedient and efficient synthesis of 2,4,5-trialkyl-1H-imidazoles and benzimidazoles from a multicomponent one-pot condensation has been developed with a tridentate Schiff base dioxomolybdenum(VI) complex, resulting in an efficient, simple and readily available catalyst to promote the aforementioned reaction. This reaction offers advantages such as good to excellent yields, good selectivity of products, low catalyst loadings and simple reaction work-up.
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来源期刊
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
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