A novel application of cu-pd dual catalyst system for the cross-coupling of styryltrifluoroborates and amides
One of the most important transformations in organic synthesis is amidation reaction because of its importance as biomolecules and synthetic products. The amide bond is unique in nature. It stores amino acids to form peptides and proteins. Many nitrogen based functionality can be created into organic systems by forming new C-N bonded organic molecules. The direct amidation reaction by cross-coupling chemistry is a challenge. A Very few works have been reported for this transformation. One of the pioneering ones is reported by Buchwald group where they use palladium catalyzed coupling reaction involving aryl chlorides and acetyl amides. We are interested to see the application of potassium styryltrifluoroborates in cross-coupling with amides, which is yet to be explored. Styryltrifluoroborates and their use in enamides formation by cross-coupling with amides are largely unknown. In this work, a unique, interesting reaction procedure has been developed by using PdCl2(d tbpf)-CuI dual catalyst system for cross-coupling chemistry to form new C-N bonded enamides. It is also a mild, less time consuming and green system employing microwave irradiation. 1H NMR, 13C NMR, 11B NMR and 19F NMR spectra have been analyzed to confirm the synthesized compounds.
Mohammed Shahidul Islam,
"A novel application of cu-pd dual catalyst system for the cross-coupling of styryltrifluoroborates and amides"
ETD Collection for Tennessee State University.