Metal-free Synthesis of Polysubstituted Triazoloquinoxalines Using Alkynols as the Key Building Blocks
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F24%3A73626667" target="_blank" >RIV/61989592:15310/24:73626667 - isvavai.cz</a>
Result on the web
<a href="https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c03979?ref=article_openPDF" target="_blank" >https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c03979?ref=article_openPDF</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acsomega.4c03979" target="_blank" >10.1021/acsomega.4c03979</a>
Alternative languages
Result language
angličtina
Original language name
Metal-free Synthesis of Polysubstituted Triazoloquinoxalines Using Alkynols as the Key Building Blocks
Original language description
o-Phenylenediamines, o-nitroanilines and Boc-o-phenylenediamines were converted to N-Ts/Ns-o-phenylenediamines, followed by Mitsunobu alkylation with prop-2-yn-1-ols. After one-pot azidation, the resulting intermediates underwent Huisgen cycloaddition, which yielded Ts/Ns-dihydrotriazoloquinoxalines. Cleavage of the arylsulfonyl moiety provided (dihydro)triazoloquinoxalines with the possibility of modifying the N5 position. The application of but-3-yn-1-ols and pent-4-yn-1-ols allowed the preparation of benzotriazolodiazepines and benzotriazolodiazocines.The developed protocols enable the preparation of diversely substituted products from readily available starting materials under mild and metal-free conditions.
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/GA21-06553S" target="_blank" >GA21-06553S: Targeting oncogenic kinases with small molecules</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Omega
ISSN
2470-1343
e-ISSN
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Volume of the periodical
9
Issue of the periodical within the volume
37
Country of publishing house
US - UNITED STATES
Number of pages
14
Pages from-to
38569-38582
UT code for WoS article
001307679000001
EID of the result in the Scopus database
2-s2.0-85203414030