Ionic liquid-catalyzed synthesis of (1,4-benzoxazin-3-yl) malonate derivatives via cross-dehydrogenative-coupling reactions

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2022-01-01 DOI:10.1515/hc-2022-0007

A. Sharifi, M. Moazami, M. Saeed Abaee, M. Mirzaei

引用次数: 3

Abstract

Abstract A convenient C(sp3)–C(sp3) oxidative dehydrogenative coupling reaction of 1,4-benzoxazin-2-ones with malonate esters was developed under mild conditions to obtain the respective ester malonates in high yields. Reactions take place in [omim]FeCl4, acting as both the solvent and the catalyst. Under [omim]Cl/FeCl3-DDQ conditions, derivatives of 1 coupled with malonate 2 to give the target molecules within 1–2 h time periods. The ionic liquid was recovered and reused in the next reactions without losing its efficiency. Graphical abstract

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离子液体催化交叉脱氢偶联反应合成（1,4-苯并恶嗪-3-基）丙二酸衍生物

摘要采用C(sp3) -C (sp3)氧化脱氢偶联反应，在温和条件下制备了丙二酸酯和1,4-苯并恶嗪-2-酮。反应发生在[omim]FeCl4中，既充当溶剂又充当催化剂。在[omim]Cl/FeCl3-DDQ条件下，1的衍生物与丙二酸盐2偶联，在1 - 2 h的时间周期内给出目标分子。离子液体被回收并在接下来的反应中重复使用而不损失其效率。图形抽象

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来源期刊

Heterocyclic Communications 化学-有机化学

CiteScore

3.80

自引率

4.30%

发文量

审稿时长

1.4 months

期刊介绍： Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.