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Flow Hydrodediazoniation of Aromatic Heterocycles

Röder, Liesa; Nicholls, Alexander J.; Baxendale, Ian R.

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Authors

Liesa Röder

Alexander J. Nicholls



Abstract

Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was utilized and the process optimised to overcome the problematically-unstable intermediates that have restricted yields in previous studies relying on batch procedures. Various common organic solvents were investigated as potential hydride sources. The approach has allowed key structures, such as amino-pyrazoles and aminopyridines, to be deaminated in good yield using a purely organic-soluble system.

Citation

Röder, L., Nicholls, A. J., & Baxendale, I. R. (2019). Flow Hydrodediazoniation of Aromatic Heterocycles. Molecules, 24(10), Article 1996. https://doi.org/10.3390/molecules24101996

Journal Article Type Article
Acceptance Date May 22, 2019
Online Publication Date May 24, 2019
Publication Date May 31, 2019
Deposit Date May 24, 2019
Publicly Available Date May 28, 2019
Journal Molecules
Publisher MDPI
Peer Reviewed Peer Reviewed
Volume 24
Issue 10
Article Number 1996
DOI https://doi.org/10.3390/molecules24101996

Files


Published Journal Article (Supplementary information) (6.8 Mb)
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Publisher Licence URL
http://creativecommons.org/licenses/by/4.0/

Copyright Statement
Supplementary information This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).





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