An efficient synthesis of tertiary amines from nitriles in aprotic solvents

Mild and Selective Cobalt‐Catalyzed Chemodivergent Transfer Hydrogenation of Nitriles

“…Consequently, a high degree of selectivity control is required for these reactions. Considering the intricate selectivity control, a direct synthesis of secondary or tertiary amines via catalytic reduction of nitriles has been much less explored, and noble metal catalysts are requisite for the known examples. To date, a general chemodivergent synthesis of primary and secondary amines via selective hydrogenation of nitriles has not been established, which is a significant but challenging goal in organic synthesis.…”

Symmetrical Tertiary Amines: Applications and Synthetic Approaches

“…A more selective protocol for the preparation of the tertiary amine starting with nitriles was reported by Haaf and co‐authors in 2012. [ 216 ] It was found that aliphatic nitriles can be reduced using hydrogen, generated in situ from HCOONH 4 on a palladium catalyst with almost quantitative trialkylamines formation (Scheme 86). The limitation of this protocol is that it cannot be applied to the sterically hindered nitriles or benzonitriles.…”

Selective Synthesis of N,N‐Bis(3‐dimethylaminopropyl)amine over Pd/γ‐Al2O3

“…Copper and rhodium catalysts served mainly for the preparation of secondary amines, while a highly selective tertiary amine can be produced when platinum and palladium were employed . But a high selectivity still remains as a major technical challenge, which attracts many researchers’ interests . Unfortunately, the synthesis of BPA is more complicated than the reaction pattern of nitriles hydrogenation.…”

“…13,14 But a high selectivity still remains as a major technical challenge, which attracts many researchers' interests. [15][16][17] Unfortunately, the synthesis of BPA is more complicated than the reaction pattern of nitriles hydrogenation. Thus, it becomes very urgent to develop selective synthetic technologies of BPA, especially for the preparation and optimization of hydrogenation catalysts.…”