Nejc Petek (Author), Uroš Grošelj (Author), Jurij Svete (Author), Franc Požgan (Author), Drago Kočar (Author), Bogdan Štefane (Author)

Abstract

By utilizing an underexplored reactivity of N1-substituted pyrazolidine-3-ones, we developed a visible-light-induced aerobic oxidation of N1-substituted pyrazolidine-3-one derivatives yielding the corresponding azomethine imines. The resulting azomethine imines can be further reacted with ynones in situ under copper catalyzed [3 + 2] cycloaddition reaction conditions yielding the corresponding pyrazolo[1,2-a]pyrazoles in good yields. The methodology can be extended to other 1-aryl-substituted pyrazolidinones which undergo endocyclic oxidation deriving the corresponding pyrazolones as single products.

Keywords

pirazolidin-3-oni;eosin Y;vidna svetloba;fotoredoks kataliza;pyrazolidine-3-ones;visible light;photoredox catalysis;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
UDC: 547.77:544.47
COBISS: 27805187 Link will open in a new window
ISSN: 2073-4344
Views: 335
Downloads: 180
Average score: 0 (0 votes)
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Other data

Secondary language: Slovenian
Secondary keywords: pirazolidin-3-oni;eosin Y;vidna svetloba;fotoredoks kataliza;
Type (COBISS): Article
Pages: str. 1-10
Volume: ǂVol. ǂ10
Issue: ǂiss. ǂ9
Chronology: Sep. 2020
DOI: 10.3390/catal10090981
ID: 14229700