Ni II -catalyzed CÀNc ross-coupling reactiono f secondary acyclic amides (2-picolinamides, which were derived from 2-picolinic acid and amines) and aryl halides for the construction of tertiary amides has been reported. Relatively inexpensive NiCl 2 was used as the catalystf or the N-arylation of various 2-picolinamides (secondary acyclic amides), in which the 2-picolinamide unit plausibly served as an internal ligand.Amidesa re important key functional groups in organic and medicinal chemistry,p harmaceuticals, drug discovery,a nd so forth. [1, 2] In particular, N-aryl amides [2] are prevalent motifs in biologically active natural products, synthetic and medicinally important molecules, peptides, and so forth. [1, 2] In general, various methods (e.g.,a cylation of amines or directa midation reactions using amines and carboxylic acids) have been developed to assemble amides, N-arylated amides in particular. [3, 4] Apart from the traditional methods, [3, 4] metal-catalyzed N-arylation of an amide system,c omprising the CÀNc ross coupling between an amide and as uitable coupling partner,h as received as pecial attention. [5][6][7][8] Since the discovery of the Goldberg reaction, [7a,b] remarkabled evelopments have been made to overcome the shortcomings of the Cu-based N-arylation/CÀ Nc oupling reaction of the amide system using various ligands. Notably,t he N-arylation was also achievedu sing Pd catalysts in the presence of ligands. [7, 8] There have been remarkable developments in the research topic pertainingt ot he N-arylation of cyclic and primary amides by the CÀNc ross-coupling strategy. [7][8][9] However,r eports dealing with the N-arylation of acyclics econdary amides by the CÀNc ross-couplings trategy are limited. [6][7][8][9] With regards to representative pioneering works on the N-arylation of acyclic secondary amides,B uchwald reported the N-arylation of acyclic secondary amides using the Cu catalyst/1,2-diamine ligand system [6a,b] and Pd catalyst/JackiePhos ligand system [8a] Asian