Chalcone compounds have a wide range of biological activities. In this paper, nine kinds of novel chalcone compounds were synthesized by using transacrylone derivatives and anthrone as raw materials. The effects of different catalysts and solvents on the yield of the products were investigated. The optimal catalyst was DABCO. The optimum solvent was dichloromethane with the highest yield of 71.6%. On this basis, the effect of the co-catalyst on the yield was investigated. The yield was increased to 89.9%.