Synthesis of 1-Fluoroalkyl-5-Substituted-1,2,3-Triazoles from Carbonyl-Stabilized Phosphonium Ylides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F25%3A00638304" target="_blank" >RIV/61388963:_____/25:00638304 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/25:10502173 RIV/00216275:25310/25:39923141
Result on the web
<a href="https://doi.org/10.1021/acs.joc.5c01055" target="_blank" >https://doi.org/10.1021/acs.joc.5c01055</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.5c01055" target="_blank" >10.1021/acs.joc.5c01055</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of 1-Fluoroalkyl-5-Substituted-1,2,3-Triazoles from Carbonyl-Stabilized Phosphonium Ylides
Original language description
A mild, rapid, and regioselective cyclization of azidofluoroalkanes with carbonyl-stabilized phosphonium ylides, resulting in the formation of 1-fluoroalkyl-5-substituted-1,2,3-triazoles, is presented. The synthetic method tolerates air and water, works at room temperature in a benign solvent, and is metal-free. Both starting materials are commercially available and easily prepared. The cyclization method was expanded to 4-halogen-substituted analogues of target triazoles, which underwent either rhodium-catalyzed transannulation with benzonitrile to yield uniquely substituted N-fluoroalkylated 4-haloimidazoles or cross-coupling reactions to produce fully substituted N-fluoroalkylated triazoles.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA23-04659S" target="_blank" >GA23-04659S: Utilization of organic fluorinated azides for the synthesis of unusual nitrogen heterocycles</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
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 Organic Chemistry
ISSN
0022-3263
e-ISSN
1520-6904
Volume of the periodical
90
Issue of the periodical within the volume
33
Country of publishing house
US - UNITED STATES
Number of pages
6
Pages from-to
11838-11843
UT code for WoS article
001547336000001
EID of the result in the Scopus database
2-s2.0-105024381206