A new efficient method using the Mannich three-component reaction in one pot to synthesize [1+2+1]- and [2+4+2]-macrocyclic compounds possessing a propargylamine backbone was reported. Interestingly, 1,4-diazepane as a multiuse reagent played the part of a substrate to participate in the Mannich reaction and acted as a base to promote the Eglinton-Glaser dimerizations in the coordination processes simultaneously via a one-pot procedure. The target macrocycles were obtained i...