Room temperature N-arylation of amino acids and peptides using copper(i) and β-diketone. Issue 16 (18th March 2015)

• Record Type: Journal Article
• Authors: Sharma, Krishna K.; Sharma, Swagat; Kudwal, Anurag; Jain, Rahul
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 16(2015)
• Page Start: 4637
• Page End: 4641
• Publication Date: 2015-03-18
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob00288e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A mild and efficient Cu-catalyzed procedure for the N-arylation of zwitterionic amino acids, amino acid esters and peptides is described. 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.