Stereoselective Synthesis of (Z)-beta-Enamido Triflates and Fluorosulfonates from N-Fluoroalkylated Triazoles

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00507234" target="_blank" >RIV/61388963:_____/19:00507234 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/19:10396797
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901632" target="_blank" >https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901632</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chem.201901632" target="_blank" >10.1002/chem.201901632</a>

Result language
angličtina
Original language name
Stereoselective Synthesis of (Z)-beta-Enamido Triflates and Fluorosulfonates from N-Fluoroalkylated Triazoles
Original language description
N-Fluoroalkylated 1,2,3-triazoles in the presence of triflic acid or fluorosulfonic acid underwent a cascade reaction consisting of triazole protonation, ring opening, nitrogen elimination, sulfonate addition, HF elimination, and hydrolysis to furnish novel trifluoromethanesulfonyloxy- or fluorosulfonyloxy-substituted enamides, respectively, in a highly stereoselective fashion. The vinyl triflates underwent cross-coupling reactions to a variety of substituted enamides and serve as sources of the aminovinyl cations. In reactions with triflic acid, electron-rich triazoles afforded 2-fluoroalkylated oxazoles.
Czech name
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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
—
OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/LTAUSA18037" target="_blank" >LTAUSA18037: Synthesis and reactivity of N-fluoroalkylated compounds</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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