title: Room temperature N-arylation of amino acids and peptides using copper(I) and β-diketone.
abstract: A mild and efficient method for the N-arylation of zwitterionic amino acids, amino acid esters and peptides is described. The procedure provides the first room temperature synthesis of N-arylated amino acids and peptides using CuI as a catalyst, diketone as a ligand, and aryl iodides as coupling partners. The method is equally applicable for using relatively inexpensive aryl bromides as coupling partners at 80 °C. Using this procedure, electronically and sterically diverse aryl halides, containing reactive functional groups were efficiently coupled in good to excellent yields.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, S. A. S. Nagar, Punjab 160 062, India. rahuljain@niper.ac.in.
authors.forename: Krishna K
authors.initials: KK
authors.lastname: Sharma
authors.forename: Swagat
authors.initials: S
authors.lastname: Sharma
authors.forename: Anurag
authors.initials: A
authors.lastname: Kudwal
authors.forename: Rahul
authors.initials: R
authors.lastname: Jain
mesh_terms: D000409:Alanine / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015195:Drug Design; D004563:Electrochemistry; D007454:Iodides / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D013696:Temperature
chemical_list: D000596:Amino Acids; D007454:Iodides; D007659:Ketones; D008024:Ligands; D010455:Peptides; D003300:Copper; D000409:Alanine