Halogen Radical-Enabled Dearomatization of N-Arylpropiolamides via Photoinduced Sequential Halogenation/Spirocyclization/Oxidation Process DOI
Wenkun Luo,

Huiling Jiang,

Weiwei Luo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Here we report a strategy that eliminates the need for photocatalysts and external additives, which provides an operable mild method halogen radical-enabled dearomatization of N-arylpropiolamides under oxygen atmosphere at room temperature. The is applicable to wide range substrates, extending beyond limited scope p-methoxyl N-phenylpropynamides. Furthermore, several functional synthetic intermediates anticancer bioactive molecules were successfully derived from 3-halogenated azaspiro[4.5]trienones.

Language: Английский

Visible-Light-Induced Acylative Pyridylation of Styrenes DOI
Zhiqin Zhang, Jianwei Wang,

Chenfeng Yu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4727 - 4732

Published: May 29, 2024

A visible-light-induced photocatalyst-free acylative pyridylation of styrenes with 4-acyl-1,4-dihydropyridines (DHPs) and 4-cyanopyridines has been described, featuring mild reaction conditions, a broad substrate scope, good functional group tolerance. The could also be performed under sunlight irradiation albeit slightly lower conversion. 4-Acyl-1,4-DHPs serve dual role, acting as both photoreductant to reduce the cyanopyridine its radical anion intermediate precursor produce acyl radical. mechanism was especially elucidated through Hammett analysis, quadratic linear regression analysis by using parameters, σmb σjj·. findings from further demonstrate that rate-limiting step process is single electron transfer between 4-acyl-1,4-DHPs 4-cyanopyridines.

Language: Английский

Citations

8
Photostimulus-responsive Non-covalent Interactions in Polymers: A Review DOI

Phakamat Limarun,

Kwanchai Buaksuntear,

Siriwan Jansrinak

et al.

Chinese Journal of Polymer Science, Journal Year: 2025, Volume and Issue: unknown

Published: March 13, 2025

Language: Английский

Citations

0
Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis DOI Creative Commons

Karthikeyan Manoharan,

Bartosz Bieszczad

Molecules, Journal Year: 2024, Volume and Issue: 29(16), P. 3844 - 3844

Published: Aug. 13, 2024

Acyl-1,4-dihydropyridines have recently emerged as universal acylation reagents. These easy-to-make and bench-stable NADH biomimetics play the dual role of single-electron reductants sources acyl radicals. This review article discusses applications acyl-1,4-dihydropyridines in organic synthesis since their introduction 2019. Acyl-1,4-dihydropyridines, activated by photochemical, thermal or electrochemical methods, been successfully applied radical multiple diverse transformations such addition to olefins, alkynes, imines other acceptors, well late-stage functionalisation natural products APIs. Release radicals an electron can be performed under mild conditions—in green solvents, air sunlight, without use photocatalysts, photosensitizers external oxidants—which makes them ideal reagents for chemists.

Language: Английский

Citations

1
Recent Progress in Metal‐Free Hydroacylation Reactions of Alkenes and Alkynes DOI
Deepa Uppal,

Abhilekha Sharma,

Surendra Singh

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(35)

Published: Sept. 12, 2024

Abstract The present review discusses the development of new metal‐free conditions for hydroacylation alkenes and alkynes under both thermal photochemical from 2018, their application to synthesis various bioactive molecules over past few years. key point highlights remarkable progress made by catalytic systems in comparison conventional metal catalysts alkenes, alkynes, arenes. Both inter‐ intramolecular reactions mechanistic pathways were discussed. most current developments several natural, pharmaceutical, heterocyclic compounds using have also been introduced.

Language: Английский

Citations

1
Metal-free photoinduced generation and alkynylation of carbamoyl radicals: a facile synthesis of alkynyl amides DOI

Yurong Duan,

Kai Zhang,

tongtong Xing

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(71), P. 9582 - 9585

Published: Jan. 1, 2024

A metal-free photoinduced alkynylation of carbamoyl radicals with hypervalent iodine( iii ) reagents for a facile synthesis alkynyl amides has been developed.

Language: Английский

Citations

0
Sunlight-induced Three-Component Synthesis of α-Aminoketones: A Green and Sustainable Pathway Through EDA Complex DOI
Jianwei Wang, Zhiqin Zhang, Chengrui Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

We reported a sunlight-promoted, three-component reaction involving glyoxal hydrates, anilines, and 4-alkyl DHPs for the synthesis of α-aminoketones with high yields under ambient conditions without additional photocatalysts or additives.

Language: Английский

Citations

0
Halogen Radical-Enabled Dearomatization of N-Arylpropiolamides via Photoinduced Sequential Halogenation/Spirocyclization/Oxidation Process DOI
Wenkun Luo,

Huiling Jiang,

Weiwei Luo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Here we report a strategy that eliminates the need for photocatalysts and external additives, which provides an operable mild method halogen radical-enabled dearomatization of N-arylpropiolamides under oxygen atmosphere at room temperature. The is applicable to wide range substrates, extending beyond limited scope p-methoxyl N-phenylpropynamides. Furthermore, several functional synthetic intermediates anticancer bioactive molecules were successfully derived from 3-halogenated azaspiro[4.5]trienones.

Language: Английский

Citations

0