The invention discloses a 3,3'-disubstituted-3-hydroxy bis-indolinone derivative and a preparation method and an application thereof. In the preparation method for the 3,3'-disubstituted-3-hydroxy bisindole ketone derivative disclosed by the invention, a one-step reaction is carried out on isatin and a diazo compound serving as raw materials by taking rhodium acetate as a catalyst and taking an organic solvent as a solvent, so that a product, i.e., the 3,3'-disubstituted-3-hydroxy bisindole ketone derivative is obtained. The preparation method disclosed by the invention has the advantages of high atom economy, high selectivity, high yield and the like, and is easy and safe for operating. The 3,3'-disubstituted-3-hydroxy bisindole ketone derivative prepared with the method is a precursor compound of a series of multi-indole ring-fused alkaloids.