A simple, enaminone-based approach to some bicyclic pyridazinium tetrafluoroborates

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896138" target="_blank" >RIV/00216275:25310/13:39896138 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.3762/bjoc.9.166" target="_blank" >http://dx.doi.org/10.3762/bjoc.9.166</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3762/bjoc.9.166" target="_blank" >10.3762/bjoc.9.166</a>

Result language
angličtina
Original language name
A simple, enaminone-based approach to some bicyclic pyridazinium tetrafluoroborates
Original language description
Easily obtainable cyclic enaminones (piperidin-2-ylidenealkanones) can be transformed into substituted bicyclic pyridazinium tetra-fluoroborates upon treatment with corresponding diazonium salts. The transformation can be performed either in a one-pot way or in a two-step process with the isolation of single azo-coupled enaminone as the intermediate. The former method is superior. Under the optimized conditions, a number of pyridazinium salts substituted with both electron-donating and electron-withdrawing substituents was easily synthesized. A mechanism of the formation of the pyridazinium salts is suggested. A partial drawback is the possibility of the formation of a mixture of products when using a different diazonium salt in each step due to a reversibility of the azo coupling. This can be suppressed by using a more reactive diazonium salt before a less reactive one.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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