Para toluenesulfonic acid-catalyzed one-pot, three-component synthesis of benzo[5,6]chromeno[3,2-c]quinoline compounds in aqueous medium

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2021-01-01 DOI:10.1515/hc-2020-0128

N. S. Orang, H. Soltani, Mehdi Ghiamirad, Mehdi Ahmadi Sabegh

引用次数: 2

Abstract

Abstract A new series of benzo[5,6]chromeno[3,2-c]quinoline derivatives were successfully synthesized using various arylglyoxal monohydrates, quinoline-2,4-dione, and β-naphthol in H2O:EtOH (2:1) as a green solvent in the presence of catalytic amounts p-toluenesulfonic acid as a mild catalyst under reflux conditions with high yields (83–92%). The reaction conditions were optimized in different solvents at variable thermal conditions, and the optimized reaction condition for this synthesis has been reported. The structures of all new products were defined by 1H-NMR, 13C-NMR, FT-IR, mass spectral data, and HRMS. Graphical abstract

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对甲苯磺酸催化水溶液中一锅三组分合成苯并[5,6]色[3,2-c]喹啉化合物

摘要以各种芳基乙二醛一水合物、喹啉-2,4-二酮和β-萘酚为绿色溶剂，在对甲苯磺酸温和催化剂的存在下，在回流条件下成功合成了一系列新的苯并[5,6]铬基[3,2-c]喹啉衍生物，收率高达83-92%。在不同的溶剂和不同的热条件下对反应条件进行了优化，并报道了该合成的最佳反应条件。所有新产物的结构通过1H-NMR, 13C-NMR, FT-IR，质谱数据和HRMS确定。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.