879460-16-9Relevant academic research and scientific papers
Simple, catalyst-free, one-pot procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives
Yao, Meng-Jian,Guan, Zhi,He, Yan-Hong
, p. 2073 - 2078 (2013)
A one-pot, three-component reaction of 4-hydroxyquinolin-2(1H)-one, malononitrile, and various aldehydes for the synthesis of 2-amino-3-cyano-1,4,5, 6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives is reported. The reaction is performed without any catalysts in a mixed solvent of water and ethanol to give products in good yields. The present method provided a clean, simple, and economical alternative for the synthesis of potential biologically active pyranoquinoline derivatives. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
(CTA)3[SiW12]-Li+-MMT: A novel, efficient and simple nanocatalyst for facile and one-pot access to diverse and densely functionalized 2-amino-4H-chromene derivatives via an eco-friendly multicomponent reaction in water
Abbaspour-Gilandeh, Esmayeel,Aghaei-Hashjin, Mehraneh,Yahyazadeh, Asieh,Salemi, Hadi
, p. 55444 - 55462 (2016/07/06)
A simple, facile and highly efficient one-pot synthesis of a pharmaceutically interesting diverse kind of functionalized 2-amino-4H-chromene by a straightforward three-component reaction of an aromatic aldehyde, malononitrile (or ethyl cyanoacetate) and diverse enolizable C-H activated acidic compounds in the presence of a catalytic amount of (CTA)3[SiW12]-Li+-MMT is reported as a novel, environmentally friendly, reusable and promising nanocatalyst reaction in refluxing water. Based on the procedure, it was feasible to synthesize 2-amino-3-cyano-pyrano[3,2-c]chromen-5(4H)-one (4a-4y), 2-amino-3-cyano-pyrano[3,2-c]quinolin-5(4H)-one (6a-6s), 2-amino-3-cyano-7,8-dihydro-4H-chromen-5(6H)-one (8a-8u), 2-amino-3-cyano-pyrano[4,3-b]pyran-5(4H)-one (12a-12f), 2-amino-3-cyano-pyrano[3,2-c]pyridine-6(5H)-one (13a-13f), and 1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione (14a-14f). The structure of the nanocatalyst was confirmed by various techniques such as IR, SEM, TGA-DTG, EDX, ICP and XRD analyses. In comparison to the conventional methods, the salient features of the present protocol are green reaction conditions, high quantitative yields, short reaction time, high atom economy, low cost, easy isolation of products, and no column chromatographic separation.
A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives catalyzed by ammonium acetate
Lei, Min,Ma, Lei,Hu, Lihong
experimental part, p. 2597 - 2600 (2011/06/19)
A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives has been developed by one-pot condensation of 4-hydroxyquinolin-2(1H)-one, aldehyde, and malononitrile in the presence of ammonium acetate in EtOH. This method has the advantages of operational simplicity, mild reaction conditions, short reaction time, and little environmental impact.
