Sloan, N. L., Luthra, S. K., McRobbie, G., Pimlott, S. L. and Sutherland, A. (2017) Late stage iodination of biologically active agents using a one-pot process from aryl amines. RSC Advances, 7(86), pp. 54881-54891. (doi: 10.1039/C7RA11860K)
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Abstract
A simple and effective one-pot tandem procedure that generates aryl iodides from readily available aryl amines via stable diazonium salts has been developed. The operationally simple procedure and mild conditions allow late-stage iodination of a wide range of aryl compounds bearing various functional groups and substitution patterns. A novel synthetic strategy involving the preparation of nitroaryl compounds followed by a chemoselective tin(II) dichloride reduction and the use of the one-pot diazotisation–iodination transformation was also developed. The general applicability of this approach was demonstrated with the preparation of a number of medicinally important compounds including CNS1261, a SPECT imaging agent of the N-methyl-D-aspartate (NMDA) receptor and IBOX, a compound used to detect amyloid plaques in the brain.
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Pimlott, Dr Sally and Sloan, Dr Nikki and Sutherland, Professor Andrew |
Authors: | Sloan, N. L., Luthra, S. K., McRobbie, G., Pimlott, S. L., and Sutherland, A. |
College/School: | College of Medical Veterinary and Life Sciences > School of Medicine, Dentistry & Nursing |
Journal Name: | RSC Advances |
Publisher: | Royal Society of Chemistry |
ISSN: | 2046-2069 |
ISSN (Online): | 2046-2069 |
Published Online: | 01 December 2017 |
Copyright Holders: | Copyright © 2017 The Authors |
First Published: | First published in RSC Advances 7(86):54881-54891 |
Publisher Policy: | Reproduced under a Creative Commons License |
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