The invention discloses a chiral fluoroquinolone C-3 fused heterocycle alpha, beta-unsaturated ketone derivative as well as a preparation method and application thereof. The chiral fluoroquinolone C-3 fused heterocycle alpha, beta-unsaturated ketone derivative is a compound having the general structural formula (I), wherein Ar represents phenyl, substituted phenyl or pyridyl. According to the chiral fluoroquinolone C-3 fused heterocycle alpha, beta-unsaturated ketone derivative disclosed by the invention, three medicinal groups with different structural characteristics, including fluoroquinolone, a fused heterocycle of thiadiazole and s-triazole, and alpha, beta-unsaturated ketone are spliced to build a chiral fluoroquinolone-fused heterocycle-unsaturated ketone derivative and realize structural compensation and overlapping of the three medicinal groups, including the fluoroquinolone, thiazole [3,2-b][1,2,4] triazole and the alpha, beta-unsaturated ketone, so that the antitumor activity of a new compound is improved, toxic and side effects on normal cells are reduced, and the chiral fluoroquinolone C-3 fused heterocycle alpha, beta-unsaturated ketone derivative can be used as an antitumor active substance for developing an antitumor drug with a totally new structure.