Data on the synthesis, tautomerism, complexing characteristics, and luminescence of 2- (2′-amino-, hydroxy-, hydrochalcogenophenyl)azoles, azines, and hetarylindanediones are reviewed.This review is devoted to the recent chemistry of five-and six-membered nitrogen-containing heterocycles containing 2-amino-, 2-hydroxy-, and 2-hydrochalcogenophenyl and indanedione (thione) fragments. These compounds are of fundamental importance during the investigation of fundamental problems in the chemistry of heterocyclic compounds -synthesis, tautomerism in heteroaromatic systems [1][2][3][4], their complexing characteristics [5], and their valuable properties [6][7][8].