94945-27-4Relevant academic research and scientific papers
Glycerol and acetic acid assisted mild strategy for facile synthesis of 3-heteroarylcoumarins via three-component reaction
Gao, Jiali,Liu, Ao,Li, Minghang,Wang, Yuying,Xiao, Yudi,Lü, Chengwei,An, Yue
, p. 3179 - 3187 (2021/04/26)
A feasible and inexpensive reaction system for synthesis of 3-benzoxazol-2-yl-chromen-2-one as a kind of 3-heteroarylcoumarins has been developed. Both acetic acid and glycerol are simple, cheap and common chemicals, the combination of them could smoothly accelerate the three-component one-pot reaction of salicylaldehyde, o-aminophenol and ethyl cyanoacetate to yield 3-heteroarylcoumarins. This process not only offers the products in good to excellent yields but also avoids the problems associated with catalyst cost, handling, safety and pollution. Compared with the literature, the reaction temperature successfully reduced to 80?°C. As an application, disperse yellow 232 was furnished with a satisfactory yield under optimum reaction conditions. In addition, all synthesized 3-heteroarylcoumarins were preliminary evaluated the inhibitory effect against human carboxylesterase 1. This protocol offers an expedient strategy for efficient synthesis of 3-heteroarylcoumarins that are widely present in biologically active compounds and fluorescent paints.
Mild and efficient prepare disperse yellow 184, disperse yellow 232 and their analogues via LTTM promoted three-component reaction
An, Yue,Gao, Jiali,Lü, Chengwei,Liu, Ao,Xiao, Yudi,Zou, Yizhen
, (2020/04/15)
A convenient protocol for the synthesis of disperse yellow 184, disperse yellow 232 and their analogues via a three-component one-pot reaction of salicylaldehyde, o-aminophenol and ethyl cyanoacetate has been established. Cheap and eco-friendly ethanol was employed as solvent. One drop of low-transition-temperature mixture (LTTM) which formed from l(?)-Proline and oxalic acid could smoothly promote the reaction of 0.5 mmol raw materials. Compared to the classical methodologies, the present pathway has broad reaction scope and affords all products in good to excellent yields. Furthermore, this process could reduce the reaction temperature from 135 to 85 °C and avoid the problems associated with catalyst cost, handling, safety and pollution. On the basis of comparative experiments and DFT calculation, possible mechanism of this strategy is discussed in detail.
One-pot catalyst-free synthesis of 3-heterocyclic coumarins
Jiang, Shaoliang,Gao, Jianrong,Han, Liang
, p. 1017 - 1028 (2016/04/26)
3-Heterocyclic coumarins were prepared in one-pot three-component reaction without catalyst. The mixture of salicylaldehydes, ethyl cyanoacetate, and o-aminophenols or o-phenylenediamines in refluxing n-butanol gave title compounds with good yields and hi
Microwave-promoted one-pot syntheses of coumarin dyes
Nourmohammadian, Farahnaz,Gholami, Mahnaz Davoodzadeh
experimental part, p. 901 - 909 (2010/05/18)
To one pot synthesis of coumarins with benzimidazol or benzoxazol moieties, three different microwave irradiations based procedures are reported here which take place within a few minutes. In spite of fairly well yield of the products using solvent free procedures, 25-30% further yields were achieved within 3 minutes at 110C using 2mL n-pentanol as solvent.
