Recently, Mykhailiuk and coworkers showed that replacing parent pyridine ring of an antihistamine drug -Rupatidine -with 3-azabicyclo[3.1.1]heptane (3-aza-BCHep) unit (Fig. ), significant improvement in physicochemical properties such as solubility, lipophilicity, and metabolic stability could be achieved, clearly highlighting the promising avenue of heterobicyclo[n. 1.1]alkanes in medicinal chemistry. However, further exploration of such opportunities is currently hampered by the scarcity of methods that enable access to such heterobicyclic motifs.