Furthermore, the coupling of pyrrolidine (25) and 3-pyrroline (26) was also performed with high efficiency. It is important to mention that the absence of electron-rich ligands for the Ni catalyst permits the coupling of 3-pyrroline without undesired Heck or isomerization side-reactivity. Amines with additional heteroatoms such as morpholine (28) and N-Boc-piperazine (29) also delivered high yields of C-N coupling product. More sterically hindered bicyclic secondary amines were smoothly coupled with 3-bromopyridine, resulting in the formation of products 29 -31, with the latter being a synthetic precursor of a ligand to nicotinic acetylcholine receptors (nAChR). As exemplified by 31, the reaction can also be scaled to 5 mmol, albeit in lower yield.