Faculty of Pharmacy, Kerman University of Medical Science, Kerman, Iran.
Faculty of Medicine, Jiroft University of Medical Sciences, Jiroft, Kerman, 76179, Iran.
Mol Divers. 2020 Feb;24(1):241-252. doi: 10.1007/s11030-019-09945-4. Epub 2019 Apr 5.
An efficient, clean and one-pot multicomponent synthesis of divers kind of new functionalized aminoalkyl naphthol and amidoalkyl naphthol derivatives via tandem condensation reaction of 2-naphthol, aromatic aldehydes and 5-methyl-1,3,4-thiadiazol-2-amine/5-aryl-1,3,4-thiadiazol-2-amines urea/acetamide under solvent-free conditions is reported. Following this protocol, it was possible to synthesize novel 1-(((5-methyl-1,3,4-thiadiazol-2-yl)amino)(aryl)methyl)naphthalen-2-ol, 1-(aryl((5-aryl-1,3,4-thiadiazol-2-yl)amino)methyl)naphthalen-2-ol and amidoalkyl naphthol derivatives. This protocol includes some salient features, such as the use of triethylammonium hydrogen sulfate ([EtNH][HSO]) ionic liquid as a green, clean and reusable catalyst, no column chromatographic separation, high atom economy, good yields, low cost and finally no need for a complex procedure.
一种高效、清洁、一锅法的多组分合成方法,通过 2-萘酚、芳香醛和 5-甲基-1,3,4-噻二唑-2-胺/5-芳基-1,3,4-噻二唑-2-胺脲/乙酰胺的串联缩合反应,合成了各种新型官能化的氨基烷基萘酚和酰胺基烷基萘酚衍生物。在无溶剂条件下,采用三乙铵硫酸氢盐([EtNH][HSO])离子液体作为绿色、清洁、可重复使用的催化剂,无需柱色谱分离,具有原子经济性高、收率好、成本低等优点,最终无需复杂的操作步骤。