Kris Antolinc (Author), Helena Brodnik Žugelj (Author), Uroš Grošelj (Author), Bogdan Štefane (Author), Nejc Petek (Author), Jurij Svete (Author)

Abstract

Irradiation of mixtures of title diazonium salts and heteroarenes with green light (510 nm) in the presence of eosin Y disodium salt (EY-Na$_2$) as a photocatalyst furnished the corresponding arylation products in 8−63% yields. The proposed photocatalytic cycle is analogous to that proposed previously for closely related photoredox C−H arylations with aryl diazonium salts as aryl radical sources. This method has a broad substrate scope and represents a metal-free alternative for the synthesis of 3-heteroaryl-substituted 4H-quinolizin-4-ones and azino- and azolo-fused pyrimidones with a bridgehead nitrogen atom.

Keywords

kinolizini;pirido[1,2-a]pirimidini;tiazolo[3,2-a]pirimidini;fotoredoks kataliza;arilacija;spajanje;quinolizines;pyrido[1,2-a]pyrimidines;thiazolo[3,2-a]pyrimidines;photoredox catalysis;arylation;cross-coupling;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
UDC: 547.85-304.4
COBISS: 163747843 Link will open in a new window
ISSN: 0022-3263
Views: 16
Downloads: 4
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Other data

Secondary language: Slovenian
Secondary keywords: kinolizini;pirido[1;2-a]pirimidini;tiazolo[3;2-a]pirimidini;fotoredoks kataliza;arilacija;spajanje;
Type (COBISS): Article
Pages: str. 1-12
Volume: ǂVol. ǂ
Issue: ǂiss. ǂ
Chronology: 2023
DOI: 10.1021/acs.joc.3c01517
ID: 21439520