Aza-Wolff rearrangement of N-fluoroalkyl triazoles to ketenimines

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F23%3A00572701" target="_blank" >RIV/61388963:_____/23:00572701 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/23:43926089 RIV/60461373:22340/23:43926089
Result on the web
<a href="https://doi.org/10.1039/D3QO00618B" target="_blank" >https://doi.org/10.1039/D3QO00618B</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d3qo00618b" target="_blank" >10.1039/d3qo00618b</a>

Result language
angličtina
Original language name
Aza-Wolff rearrangement of N-fluoroalkyl triazoles to ketenimines
Original language description
N-Fluoroalkylated 1,2,3-triazoles underwent a microwave-heating-assisted ring opening, nitrogen molecule elimination and concomitant group rearrangement to form isolable N-fluoroalkylketenimines. This reagent-free process is characterized by a wide scope and high efficiency and provides a new route to unexplored N-fluoroalkyl compounds. The reaction mechanism was investigated by a combination of mechanistic and computational studies. [2 + 2] cycloaddition of ketenimines with alkynes or alkenes afforded novel cyclobutenimines and cyclobutanimines, respectively. Addition of oxygen-, sulfur- and nitrogen nucleophiles to ketenimines gave new N-fluoroalkyl imidates, thioimidates and amidines.
Czech name
—
Czech description
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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

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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