2-Hydroxy-1,4-naphthoquinone Is Participated In The Multi-component Reaction

Naphthoquinones are a series of small molecules that are widely found in nature and have a variety of biological activities.The 2-hydroxy-1,4-naphthoquinone structure is common in various natural products and is associated with biological activities including enzyme inhibition and antifungal,antibacterial,anticancer,anti-proliferative,antiplatelet,anti-inflammatory,antiallergic,and antimalarial activities.Based on the properties of 2-hydroxy-1,4-naphthoquinone,We use it as a raw material into the multi-component reaction application of the one pot method.And after the experimental study,for the synthesis of 3,4-dihydro-2H-naphtho[2,3-e] [1,3]oxazine-5,10-dione derivatives,7-arylbenzo[c]acridine-5,6-dione derivatives,4H-benzo[g]chromene derivatives provide a new method.Water is one of the cleanest and cheapest solvent in the world,and the reaction in aqueous media is conducive to reducing the cost of the reaction and reducing the environmental pollution caused by the organic solvent.These advantages make the water as primary choice when using solvents in organic synthesis.A series of 3,4-dihydro-2H-naphtho[2,3-e][1,3]oxazine-5,10-dione derivatives has been synthesized in the presence of 2-hydroxy-1,4-naphthoquinone,formaldehyde aqueous solution and aromatic amine under ultrasonic irra diation at room temperature.The most important feature of this reaction is using the water as solvent and without the catalyst.In addition,the use of ultrasonic radiation,shorten the reaction time and improve the reaction yield.In recent years,metal organic framework compounds have attracted much attention because of their potential applications in bright,magnet,gas selective adsorption,catalyst,optical properties,and their diverse topologies.We used the metal organic skeleton MOF-5 material as a catalyst,catalyzed the condensation reaction from aldehyde,aromatic amine and 2-hydroxy-1,4-naphthoquinone in ethanol at room temperature.A new method has been developed for the synthesis of 7-arylbenzo[c]acridine-5,6-dione derivatives with high yield.In the past few years,the visible light-promoted chemical reactions have received considerable attention in organic chemistry.Visible light is an attractive,sustainable,non-toxic,using easily and generally energy.The advantage of photocatalytic reactions are carried out at room temperature in air,easier to control and without pollution.Considering the advantages of photocatalytic and solvent-free reactions,we have initiated an environmentally friendly strategy for the synthesis of 4H-benzo[g]chromene derivatives.A multi-component reaction was carried out using eosin Y as catalyst from 2-hydroxy-1,4-naphthoquinone,malononitrile/ethyl cyanoacetate,aldehyde under photocatalytic and solvent-free conditions.To our delight,this method not only improve the reaction yield,shorten the reaction time and the reaction without solvents,no toxic substances which is accord with the requirements of green chemistry.