The invention relates to benzo sulfonamide CA-4 analogues, a synthetic method and an application thereof, pertaining to the field of chemical drugs. The compound has the structure shown as the general formula (IV). The preparation method comprises the following steps: an N-tert butyl-benzene sulfonamide-derivative is taken as raw material to generate corresponding carbanion under the function of a metal reagent, and then respectively reacts with benzaldehydes containing methoxy and other substituted functional groups to generate secondary alcohol; the secondary alcohol is oxidized by an oxidant; a series of conformational restriction CA-4 analogues are synthesized by making use of a novel cyclization reaction induced by trimethylsilyl chlorine/NaI/acetonitrile reagent. The result of a vitro cell growth inhibition activity test of the target compound shows that the CA-4 analogues can be applied as anti-tumor drugs.