A novel approach has been constructed for the synthesis of two types of 2-amino-4-coumarinyl-5-arylpyrroles (ACAPs, 5 and 6) through a cascade reaction and a metal-free catalyzed aerobic oxidation reaction of arylglyoxal monohydrates 1, 1,1-enediamines (EDAMs) 2 and 3, and 4-hydroxy-2H-chromen-2-ones 4 via multicomponent reactions to produce the target compounds with good to excellent yields. Specifically, hydroxyl-substituted 2-amino-4-coumarinyl-5-arylpyrroles, that is, 2-amino-4-coumarinyl-5-aryl-6-hydroxylpyrroles (ACAHPs) 6, were obtained by metal-free aerobic oxidation in 1,4-dioxane at simple reflux for approximately 10 h. As a result, ACAHPs 6 have been produced without metal catalysts or traditional oxidizing agents. This method represents a route to obtain the novel ACAPs in an environmentally friendly, concise, rapid, and practical manner with potential biological activity of the product.

A novel protocol for the synthesis of quinolizines (3) and quinolizinium salts (4) from chromone-3-acrboxaldehydes 1 with ethyl 2-(pyridine-2-yl)acetate derivatives 2 via an unprecedented cascade reaction in water was constructed....

The methods for selective synthesis of two novel types of compounds including pyridin-2-ones 3 and pyrimidin-4-ones 4 were developed. The antitumor bioactivity screening showed that certain compounds had potent antitumor activity.