A series of key intermediates of quercetin analogues were designed and synthesized in this paper.Acetophenone derivatives were got by using phloroglucinol as raw material through the Hoesch reaction and dimethyl sulphate to protect its 4,6-dihydroxyl,from which three key intermediates were synthesized through two different pathways:5,7-dimethoxy-2-cyano-benzopyran-4-one(6),5,7-dimethoxy-benzopyran-4-one(8),5,7-dimethoxy-2,3-epoxy-benzopyran-4-one(9).All the compounds were confirmed by MS and 1H-NMR.