Issue 99, 2016, Issue in Progress

Copper-catalyzed N-(hetero)arylation of amino acids in water

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.

Graphical abstract: Copper-catalyzed N-(hetero)arylation of amino acids in water

Supplementary files

Article information

Article type
Communication
Submitted
20 Sep 2016
Accepted
03 Oct 2016
First published
05 Oct 2016

RSC Adv., 2016,6, 96762-96767

Copper-catalyzed N-(hetero)arylation of amino acids in water

K. K. Sharma, M. Mandloi, N. Rai and R. Jain, RSC Adv., 2016, 6, 96762 DOI: 10.1039/C6RA23364C

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