Pd-Catalyzed C-N Bond Formation with Heteroaromatic Tosylates

A protocol for the palladium(0)-catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodology proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, guillotine and quinoxaline ring systems. Successful carbon nitrogen bond formation with these heteroaryl tosylates could be performed with a wide range of primary amides, oxazolidinones, lactams, anilines and indoles. including one cyclic urea. Moreover. this C-N bond forming reaction provided products with high structural diversity. The coupling reaction was also amenable to scale up applications.