Although　representing　an　atom-　and　step-economic　access　to　aromatic　nitrile-containing　compounds,　the　denitrogenative　transformations　of　3-aminoindazoles　are　highly　challenging　due　to　high　C-N　bond　dissociation　energy,　stable　five-membered　heterocycles,　and　selective　cleavage　of　two　C-N　bonds　in　one　step.　Only　in　recent　years　have　chemists　addressed　the　reactivity　and　selectivity　issues　of　this　reaction.　By　virtue　of　which,　a　diverse　array　of　structurally　novel　compounds　have　been　synthesized　in　good　yields.　This　chapter　summarizes　and　discusses　the　recent　advances　in　denitrogenative　transformations　of　3-aminoindazoles,　which　include　coupling　with　conjugated　unsaturated　systems,　coupling　with　thiols　and　diselenides,　denitrogenative　transannulation,　and　N-N　bond　cleavage　of　3-aminoindazoles.　©　2025　WILEY-VCH　GmbH.