Catalytic Photoredox C-H Arylation of 4-Oxo-4H-pyrido[1,2-a]pyrimidine-3-diazonium Tetrafluoroborates and Related Heteroaryl Diazonium Salts

被引：2

作者：

Antolinc, Kris ^{[1
]}

Brodnik, Helena ^{[1
]}

Groselj, Uros ^{[1
]}

Stefane, Bogdan ^{[1
]}

Petek, Nejc ^{[1
]}

Svete, Jurij ^{[1
]}

机构：

[1] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 19期

关键词：

RING CONTRACTIONS; ARYL; DISCOVERY; POTENT; CHEMOSELECTIVITY; ARENEDIAZONIUM; FLAVONOIDS; GENERATION; MECHANISM; DESIGN;

D O I：

10.1021/acs.joc.3c01517

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 4Hquinolizin-4-ones and azino-and azolo-fused pyrimidones with a bridgehead nitrogen atom.

引用

页码：13934 / 13945

页数：12

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