Synthesis of Difuropyridines from Chitin‐Derived 3‐Acetamidofuran and their Application to Photocatalytic Reactions DOI Open Access
Haifeng Gan, Peipei Ma, Tao Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 18, 2024

Abstract Difuropyridines have been prepared from aldehydes and chitin‐derived 3‐acetamidofuran (3AF) under acid‐catalyzed conditions. were comprehensively synthesized for the first time. The difuropyridines can be applied to prepare fluorescent probe analogs or catalyze decarboxylative reactions as photocatalysts.

Language: Английский

Metal-Controlled Switchable Regioselective Synthesis of Substituted Imidazoles and Pyrroles via Ring Opening/Cyclocondensation with 2H-Azirines DOI
Fen Xu,

Wenjing Zhu,

Pei‐Wen Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(14), P. 9811 - 9822

Published: July 4, 2023

Catalytic selective annulation of 2H-azirines constitutes a general and modular strategy for the generation molecular complexity. By using Pd-catalyzed ring opening/heterocyclization associated with direct cleavage C–N C–C bonds under appropriate conditions, formation imidazoles is presented. Alternatively, silver-catalyzed radical [3 + 2] cycloannulation 1,3-dicarbonyl compounds provides highly functionalized pyrrole derivatives. Both aliphatic cyclic acyclic diketones are tolerated good regioselectivity. Moreover, capture experiment was carried out to determine proposed mechanism, providing support facile process.

Language: Английский

Citations

11
Furan-Indole-Chromenone-Based Organic Photocatalyst for α-Arylation of Enol Acetate and Free Radical Polymerization Under LED Irradiation DOI Creative Commons

Aurélien Galibert-Guijarro,

Adel Noon, Joumana Toufaily

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(2), P. 265 - 265

Published: Jan. 11, 2025

In this study we report on the efficiency of a furane-indole-chromenone-based organic derivative (FIC) as photocatalyst in α-arylation enol acetate upon LED irradiation at 405 nm, and photoinitiator/photocatalyst free radical polymerization an acrylate group presence bis-(4-tert-butylphenyl)iodonium hexafluorophosphate (Iod) additive, or both Iod ethyl-4-(dimethyl amino) benzoate (EDB) under 365 nm. The photochemical properties new light-sensitive compound are described, wide redox window (3.27 eV) high excited-state potentials FIC*/FIC●− (+2.64 V vs. SCE) FIC●+/FIC* (−2.41 offered by revealed. chemical mechanisms that govern chemistry discussed means different techniques, including fluorescence-quenching experiments, UV-visible absorption fluorescence spectroscopy, cyclic voltammetry analysis.

Language: Английский

Citations

0
Photoredox- and piezo-catalysed access to complex trifluoromethylated polycyclic structures from ynamides DOI
Amal Lakhal,

Maud Villeneuve,

Laure Haberkorn

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(5), P. 1341 - 1349

Published: Jan. 1, 2024

Under photoredox- and piezo-catalysis conditions, ynamides undergo a radical to yield polycyclic compounds by fully utilizing the ynamide unsaturations.

Language: Английский

Citations

2
Investigation of UV Light-Promoted Synthesis of α-Sulfonyl Amides from N-Sulfonyl Ynamides DOI

Aurélien Galibert-Guijarro,

Jérémy Tronc,

Dominique Mouysset

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(13), P. 9695 - 9699

Published: June 19, 2024

UV light-promoted synthesis of α-sulfonyl amides from N-sulfonyl ynamides without any additives is reported. The reaction proceeds through a radical chain mechanism involving the photoinduced cleavage nitrogen–sulfur bond and addition an electrophilic sulfonyl to triple ynamide followed by β-fragmentation group leading ketenimine hydrated upon workup. This highly efficient rearrangement leads, after acidic treatment, wide range in high yields.

Language: Английский

Citations

1
Five-membered ring systems: Furans and benzofurans DOI

Halina Kwiecień

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 175 - 209

Published: Jan. 1, 2024

Language: Английский

Citations

1
Synthesis of Difuropyridines from Chitin‐Derived 3‐Acetamidofuran and their Application to Photocatalytic Reactions DOI Open Access
Haifeng Gan, Peipei Ma, Tao Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 18, 2024

Abstract Difuropyridines have been prepared from aldehydes and chitin‐derived 3‐acetamidofuran (3AF) under acid‐catalyzed conditions. were comprehensively synthesized for the first time. The difuropyridines can be applied to prepare fluorescent probe analogs or catalyze decarboxylative reactions as photocatalysts.

Language: Английский

Citations

0