Copper-catalyzed N-(hetero)arylation of amino acids in water. Issue 99 (11th October 2016)

• Record Type: Journal Article
• Authors: Sharma, Krishna K.; Mandloi, Meenakshi; Rai, Neha; Jain, Rahul
• Is Part Of: RSC advances. Volume 6:Issue 99(2016)
• Page Start: 96762
• Page End: 96767
• Publication Date: 2016-10-11
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra23364c
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A transition metal-catalyzed, environmentally benign, rapid and cost-effective method for the N -(hetero)arylation of zwitterionic amino acids in water is reported. Abstract : An environmentally benign, mild, cost-effective and gram-scalable copper-catalyzed method for the N -(hetero)arylation of zwitterionic natural and unnatural amino acids using 2-isobutyrylcyclohexanone as a β-diketone ligand and aryl bromides as coupling partners in water for 50 min at 90 °C under microwave irradiation is reported. Electronically and sterically diverse aryl coupling partners were inserted efficiently, including challenging heteroaryl electrophilic partners in high yields without affecting the enantiopurity of the product.