65790-25-2Relevant articles and documents
Palladium-catalyzed hydroaminocarbonylation of alkenes with amines promoted by weak acid
Zhang, Guoying,Ji, Xiaolei,Yu, Hui,Yang, Lei,Jiao, Peng,Huang, Hanmin
, p. 383 - 386 (2016)
The weak acid has been identified as an efficient basicity-mask to overcome the basicity barrier imparted by aliphatic amines in the Pd-catalyzed hydroaminocarbonylation, which enables both aromatic and aliphatic amines to be applicable in the palladium-catalyzed hydroaminocarbonylation reaction. Notably, by using this protocol, the marketed herbicide of Propanil and drug of Fentanyl could be easily obtained in a one-pot manner.
Palladium-catalyzed hydroaminocarbonylation of alkenes with amines: A strategy to overcome the basicity barrier imparted by aliphatic amines
Zhang, Guoying,Gao, Bao,Huang, Hanmin
supporting information, p. 7657 - 7661 (2015/06/25)
A novel and efficient palladium-catalyzed hydroaminocarbonylation of alkenes with aminals has been developed under mild reaction conditions, and allows the synthesis of a wide range of N-alkyl linear amides in good yields with high regioselectivity. On the basis of this method, a cooperative catalytic system operating by the synergistic combination of palladium, paraformaldehyde, and acid was established for promoting the hydroaminocarbonylation of alkenes with both aromatic and aliphatic amines, which do not react well under conventional palladium-catalyzed hydroaminocarbonylation. Back to basics: The basicity of aliphatic amines precludes their use in the palladium-catalyzed hydroaminocarbonylation. This issue was overcome by using aminals as surrogates of aliphatic amines. A cooperative catalytic system was discovered to operate by the synergistic combination of palladium, paraformaldehyde, and acid for promotion of the hydroaminocarbonylation of alkenes with both aromatic and aliphatic amines.