Methyl fluoroalkanoate as methyl-transferring reagent. Unexpected participation of B(Al)2 (S(N)2) mechanism in the reaction of methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate with amines
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22810%2F16%3A43901609" target="_blank" >RIV/60461373:22810/16:43901609 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22340/16:43901609 RIV/60461373:22310/16:43901609
Result on the web
<a href="http://dx.doi.org/10.1016/j.jfluchem.2016.02.012" target="_blank" >http://dx.doi.org/10.1016/j.jfluchem.2016.02.012</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jfluchem.2016.02.012" target="_blank" >10.1016/j.jfluchem.2016.02.012</a>
Alternative languages
Result language
angličtina
Original language name
Methyl fluoroalkanoate as methyl-transferring reagent. Unexpected participation of B(Al)2 (S(N)2) mechanism in the reaction of methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate with amines
Original language description
In the reaction of methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate with arylamines or arylmethylamines, an unexpected methyl transfer from the ester to the amine by the B(Al)2 (S(N)2) mechanism was observed leading to the corresponding N-methylamines under specific conditions. The reaction was accompanied by the formation of amides via B(AC)2 mechanism. The unexpected methyl transfer is highly dependent on the structure of the starting amine and is supported by the absence of solvent and high temperature.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CB - Analytical chemistry, separation
OECD FORD branch
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Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Fluorine Chemistry
ISSN
0022-1139
e-ISSN
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Volume of the periodical
185
Issue of the periodical within the volume
neuvedeno
Country of publishing house
CH - SWITZERLAND
Number of pages
5
Pages from-to
31-35
UT code for WoS article
000376697100004
EID of the result in the Scopus database
2-s2.0-84962225556