Leslie Stewart Davies
Rearrangements of quinolizinium-1-diazonium salts and related reactions
Davies, Leslie Stewart
Authors
Abstract
The methods of synthesis and known properties of aminoquinolizinium compounds are reviewed.
A number of 1-aminoquinolizinium salts when treated
with aqueous nitrous acid undergo rearrangement. Investigation by degradation and synthesis showed the initial products are cis-3-(v-triazolo[l,S-a]pyridyl)acraldehydes. These are rapidly isomerised to the trans-isomers. The mechanism of the rearrangement is discussed and the synthesis and properties of other v-triazolo[l,5-a]pyridines are reviewed.
The thermal isomerisation and decomposition of
3-(v-triazolo[l,5-a]pyridyl)acraldehydes to 5-(2-pyridyl)pyrazoles is reported and a mechanism for the rearrangement is suggested.
In the last section the photochemistry of a,B-unsaturated carbonyl compounds is briefly reviewed. The photochemical conversion of some heterocyclic acraldehydes to derivatives of propionic acid is described. Some limitations of the reaction
are reported and a mechanism proposed, support for which is provided by studies on suitably deuterium labelled compounds.
Citation
Davies, L. S. Rearrangements of quinolizinium-1-diazonium salts and related reactions. https://keele-repository.worktribe.com/output/412676
Public URL | https://keele-repository.worktribe.com/output/412676 |
---|
Files
DaviesPhD1970.pdf
(4.2 Mb)
PDF
Downloadable Citations
About Keele Repository
Administrator e-mail: research.openaccess@keele.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2025
Advanced Search