Three-component reaction between kojic acid and acyl chlorides with potassium selenocyanate: synthesis of 2-aryl(alkyl)-6-hydroxymethyl-4-selenoxo-4H-pyrano[2,3-e][1,3]oxazin-8-one

被引：0

作者：

Keykha, Zeynab ^{[1
]}

Fadaeian, Manoochehr ^{[1
]}

Hassanabadi, Alireza ^{[2
]}

Ghasemzadeh, Mohammad Ali ^{[1
]}

机构：

[1] Islamic Azad Univ, Qom Branch, Dept Chem, Qom, Iran

[2] Islamic Azad Univ, Zahedan Branch, Dept Chem, Zahedan, Iran

来源：

INORGANIC AND NANO-METAL CHEMISTRY | 2021年 / 51卷 / 04期

关键词：

Kojic acid; acyl chlorides; potassium selenocyanate; N-methylimidazole; 2-aryl(alkyl)-6-hydroxymethyl-4-thioxo-4H-pyrano[23-e][13]oxazin-8-ones; solvent-free conditions; HETEROCYCLIC SYNTHESES; MALONYL CHLORIDE; DERIVATIVES;

D O I：

10.1080/24701556.2020.1793361

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We report an efficient method for the synthesis of 2-aryl(alkyl)-6-hydroxymethyl-4-selenoxo-4H-pyrano[2,3-e][1,3]oxazin-8-ones from the condensation of potassium selenocyanate and acyl chlorides with kojic acid in the presence of catalytic amounts ofN-methylimidazole under solvent-free conditions. This new protocol offers advantages such as mild reaction conditions, short reaction time, easy work-up, and high yields of biologically active products and does not involve any hazardous solvent. This prompted us to establish a novel oxazine ring formation method to find promising bioactive oxazine compounds. They are found to have exhibit diverse pharmacological properties.

引用

页码：480 / 484

页数：5

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[2]

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[3] HETEROCYCLIC SYNTHESES WITH MALONYL CHLORIDE .7. DIHYDROPYRANO[3,4-E]-1,3-OXAZINES FROM ISOCYANATES, AND THEIR DEGRADATION TO DIHYDRO-2,4-DIOXO-1,3-OXAZINES AND THENCE CONVERSION INTO PYRIDONES [J].