Preparation of quinoline-2,4-dione functionalized 1,2,3-triazol-4-ylmethanols, 1,2,3-triazole-4-carbaldehydes and 1,2,3-triazole-4-carboxylic acids

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F20%3A63526142" target="_blank" >RIV/70883521:28110/20:63526142 - isvavai.cz</a>

Výsledek na webu

<a href="https://journals.matheo.si/index.php/ACSi/article/view/5375" target="_blank" >https://journals.matheo.si/index.php/ACSi/article/view/5375</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.17344/acsi.2019.5375" target="_blank" >10.17344/acsi.2019.5375</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Preparation of quinoline-2,4-dione functionalized 1,2,3-triazol-4-ylmethanols, 1,2,3-triazole-4-carbaldehydes and 1,2,3-triazole-4-carboxylic acids

Popis výsledku v původním jazyce

(1-(2,4-Dioxo-1,2,3,4-tetrahydroquinolin-3-yl)-1H-1,2,3-triazol-4-yl)methyl acetates substituted on nitrogen atom of quinolinedione moiety with propargyl group or (1-substituted 1H-1,2,3-triazol-4-yl)methyl group, which are available from the appropriate 3-(4-hydroxymethyl-1H-1,2,3-triazol-1-yl)quinoline-2,4(1H,3H)-diones unsubstituted on quinolone nitrogen atom by the previously described procedures, were deacetylated by acidic ethanolysis. Thus obtained primary alcohols, as well as those aforenamed unsubstituted on quinolone nitrogen atom, were oxidized to aldehydes on the one hand with pyridinium chlorochromate (PCC), on the other hand with manganese dioxide, and to carboxylic acids using Jones reagent in acetone. The structures of all prepared compounds were confirmed by H-1, C-13 and N-15 NMR spectroscopy. The corresponding resonances were assigned on the basis of the standard 1D and gradient selected 2D NMR experiments (H-1-H-1 gs-COSY, H-1-C-13 gs-HSQC, H-1-C-13 gs-HMBC) with H-1-N-15 gs-HMBC as a practical tool to determine N-15 NMR chemical shifts at the natural abundance level of N-15 isotope.

Název v anglickém jazyce

Preparation of quinoline-2,4-dione functionalized 1,2,3-triazol-4-ylmethanols, 1,2,3-triazole-4-carbaldehydes and 1,2,3-triazole-4-carboxylic acids

Popis výsledku anglicky

(1-(2,4-Dioxo-1,2,3,4-tetrahydroquinolin-3-yl)-1H-1,2,3-triazol-4-yl)methyl acetates substituted on nitrogen atom of quinolinedione moiety with propargyl group or (1-substituted 1H-1,2,3-triazol-4-yl)methyl group, which are available from the appropriate 3-(4-hydroxymethyl-1H-1,2,3-triazol-1-yl)quinoline-2,4(1H,3H)-diones unsubstituted on quinolone nitrogen atom by the previously described procedures, were deacetylated by acidic ethanolysis. Thus obtained primary alcohols, as well as those aforenamed unsubstituted on quinolone nitrogen atom, were oxidized to aldehydes on the one hand with pyridinium chlorochromate (PCC), on the other hand with manganese dioxide, and to carboxylic acids using Jones reagent in acetone. The structures of all prepared compounds were confirmed by H-1, C-13 and N-15 NMR spectroscopy. The corresponding resonances were assigned on the basis of the standard 1D and gradient selected 2D NMR experiments (H-1-H-1 gs-COSY, H-1-C-13 gs-HSQC, H-1-C-13 gs-HMBC) with H-1-N-15 gs-HMBC as a practical tool to determine N-15 NMR chemical shifts at the natural abundance level of N-15 isotope.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2020

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Acta Chimica Slovenica

ISSN

1318-0207

e-ISSN

—

Svazek periodika

67

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

SI - Slovinská republika

Počet stran výsledku

14

Strana od-do

421-434

Kód UT WoS článku

000541748400008

EID výsledku v databázi Scopus

2-s2.0-85090513150