Synthesis of 2,2′-bis(1-(2-aryl)-1H-pyrazol-4-yl)-3,3,3′,3′-tetramethyl-3H,3′H-5,5′-biindoles and 2,7-bis(1-(3-aryl)-1H-pyrazol-4-yl)-1,1,6,6-tetramethyl-1,6-dihydroindolo[7,6-g]indoles

2,2'-(Biphenyl-4,4'-diyl)bis(hydrazinium) chloride and 2,2'-(naphthalene-1,5-diyl)bis (hydrazinium) chloride were converted via Fischer syntheses with 3-methylbutan-2-one into bisindolenines, 2,2',3,3,3',3'-hexamethyl-3H,3'H-5,5'-biindole 10 and 2,3,3,7,8,8-hexamethyl-3H,8H-indolo[7,6-g]indole 14, respectively. Exposure of the bisindolenines to the Vilsmeier reagent produced tetraformyl compounds 11 and 15, which reacted with hydrazine and arylhydrazines to give the corresponding pyrazoles 12 and 16 in excellent yields.