氨基嘧啶衍生物与氯乙酰和异苯甲酰氯的反应

IF 1.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Heteroatom Chemistry Pub Date : 2018-11-26 DOI:10.1002/hc.21458

Zeynep Çimen, Senem Akkoç, Zülbiye Kökbudak

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引用次数: 7

摘要

以呋喃-2,3-二酮和氨基脲为原料，在甲苯/苯中两步合成了1-氨基嘧啶-2-酮衍生物(1a-c)。由化合物1a-c与氯乙酰氯的亲核酰基取代反应合成了嘧啶-[1(2H)-基]乙酰胺衍生物和二苯酞酰亚胺衍生物。化合物2a-f的结构经IR、1H NMR、13C NMR和元素分析证实。得到的最终有机化合物作为催化剂在Mizoroki-Heck偶联反应中进行了测试。它们在苯乙烯与不同芳基溴衍生物的偶联反应中大多表现出很高的催化活性。

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Reactions of aminopyrimidine derivatives with chloroacetyl and isophthaloyl chlorides

1-Aminopyrimidine-2-one derivatives (1a-c) were prepared in two steps from furan-2,3-diones and semicarbazones in toluene/benzene. Pyrimidin-[1(2H)-yl] acetamide derivatives and isophthalimide derivatives were synthesized from the nucleophilic acyl substitution reactions of compounds 1a-c with chloroacetyl chloride. The structures of compounds 2a-f were verified by IR, ¹H NMR, ¹³C NMR and elemental analyses. The obtained final organic compounds were tested as catalysts in the Mizoroki-Heck coupling reaction. They mostly exhibited very high catalytic activity results for the coupling reaction of styrene with different aryl bromide derivatives.

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来源期刊

Heteroatom Chemistry 化学-化学综合

CiteScore

1.20

自引率

0.00%

发文量

审稿时长

6 months

期刊介绍： Heteroatom Chemistry brings together a broad, interdisciplinary group of chemists who work with compounds containing main-group elements of groups 13 through 17 of the Periodic Table, and certain other related elements. The fundamental reactivity under investigation should, in all cases, be concentrated about the heteroatoms. It does not matter whether the compounds being studied are acyclic or cyclic; saturated or unsaturated; monomeric, polymeric or solid state in nature; inorganic, organic, or naturally occurring, so long as the heteroatom is playing an essential role. Computational, experimental, and combined studies are equally welcome. Subject areas include (but are by no means limited to): -Reactivity about heteroatoms for accessing new products or synthetic pathways -Unusual valency main-group element compounds and their properties -Highly strained (e.g. bridged) main-group element compounds and their properties -Photochemical or thermal cleavage of heteroatom bonds and the resulting reactivity -Uncommon and structurally interesting heteroatom-containing species (including those containing multiple bonds and catenation) -Stereochemistry of compounds due to the presence of heteroatoms -Neighboring group effects of heteroatoms on the properties of compounds -Main-group element compounds as analogues of transition metal compounds -Variations and new results from established and named reactions (including Wittig, Kabachnik–Fields, Pudovik, Arbuzov, Hirao, and Mitsunobu) -Catalysis and green syntheses enabled by heteroatoms and their chemistry -Applications of compounds where the heteroatom plays a critical role. In addition to original research articles on heteroatom chemistry, the journal welcomes focused review articles that examine the state of the art, identify emerging trends, and suggest future directions for developing fields.