Bis‐heterocycles were synthesized via a consecutive one‐pot process by a Groebke‐Blackburn‐Bienaymé reaction (GBB‐3CR) followed by Copper‐catalyzed Alkyne‐Azide Cycloaddition (CuAAC) assisted by alternative sustainable energies (ASE) such as ultrasound irradiation (USI) and mechanical. These efficient and convergent strategies allowed the in situ generation of complex azides functionalized with imidazo[1,2‐a]pyridines (IMPs), which was used as a synthetic platform. The target molecules contain two privileged scaffolds in medicinal chemistry: IMPs and the heterocyclic bioisostere of trans‐amide bond, the 1,4‐disubstituted 1H‐1,2,3‐triazoles (1,4‐DS‐1,2,3‐Ts).