Photoinduced Deconstructive Alkylation Approach Enabled by Oxy-Radicals from Alcohols DOI

Yiman Gao,

Yan Li,

W. B. Yan

et al.

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

Published: Sept. 13, 2024

Alcohols are the most commercially abundant, synthetically versatile and operationally convenient functional groups in organic chemistry. Therefore, a strategy that utilizes hydroxy-containing compounds to develop novel bond disconnection formation process would achieve molecular diversity. Herein, deconstructive for generation of quinoxalin-2(1H)-one derivatives has been developed from alcohol precursors via oxy-radical-induced β-fragmentation. Additionally, 1,5-HAT deoxygenation by P(III) along with oxy-radical were demonstrated as alternative pathways this transformation. Furthermore, deep-seated reorganization few terpenes carbon framework, unique activity inhibition against growth pathogenic fungi was observed.

Language: Английский

Semi-heterogeneous g-C3N4/NaI dual catalytic C–C bond formation under visible light DOI
Haiyang Song, Jun Jiang, Chao Wu

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(8), P. 3292 - 3296

Published: Jan. 1, 2023

The semi-heterogeneous g-C 3 N 4 /NaI dual catalytic system driven C–C bond formation between quinoxalin-2(1 H )-ones and arylhydrazines under blue light irradiation is reported for the first time.

Language: Английский

Citations

113

External photocatalyst-free C-H alkylation of N-sulfonyl ketimines with alkanes under visible light DOI

Hai‐Yang Song,

Fang Xiao,

Jun Jiang

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(9), P. 108509 - 108509

Published: April 28, 2023

Language: Английский

Citations

54

EtOH-catalyzed electrosynthesis of imidazolidine-fused sulfamidates fromN-sulfonyl ketimines,N-arylglycines and formaldehyde DOI
Yuhan Lu,

Si‐Yu Mu,

Hongxia Li

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(14), P. 5539 - 5542

Published: Jan. 1, 2023

With formaldehyde as an atom-economical carbonyl synthon, the EtOH-catalyzed electrochemical multicomponent synthesis of various imidazolidine-fused sulfamidates under organic oxidant-free, energy-saving and mild conditions was developed.

Language: Английский

Citations

51

Syntheses, reactivity, and biological applications of coumarins DOI Creative Commons
Andrea Citarella, Serena Vittorio, Christian Dank

et al.

Frontiers in Chemistry, Journal Year: 2024, Volume and Issue: 12

Published: Feb. 19, 2024

This comprehensive review, covering 2021-2023, explores the multifaceted chemical and pharmacological potential of coumarins, emphasizing their significance as versatile natural derivatives in medicinal chemistry. The synthesis functionalization coumarins have advanced with innovative strategies. enabled incorporation diverse functional fragments or construction supplementary cyclic architectures, thereby biological physico-chemical properties compounds obtained were enhanced. unique structure coumarine facilitates binding to various targets through hydrophobic interactions pi-stacking, hydrogen bonding, dipole-dipole interactions. Therefore, this important scaffold exhibits promising applications uncountable fields chemistry (e.g., neurodegenerative diseases, cancer, inflammation).

Language: Английский

Citations

21

Selective synthesis of quinazolinones by using fluorescein catalyst under mild conditions DOI
Liang Jin,

Xuehua Chen,

Sheng Huang

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 547, P. 113305 - 113305

Published: June 22, 2023

Language: Английский

Citations

31

Electrochemical radical annulation of 2-alkynyl biaryls with diselenides under catalyst- and chemical oxidant-free conditions DOI

Jun Jiang,

Keli Wang, Xiao Li

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108699 - 108699

Published: June 17, 2023

Language: Английский

Citations

27

EDA Complex-Enabled Annulation to Access CF2-Containing Tetralones and Quinazolinones Using Persulfates as Electron Donors DOI
Shupeng Zhang, Dawei Guo,

Mei-Ling Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10614 - 10623

Published: July 25, 2024

A photocatalyst-free and EDA complex-enabled radical cascade cyclization reaction of inactive alkenes with bromodifluoroacetamides was reported for the divergent synthesis fluorine-containing tetralones quinazolinones. In this transformation, persulfates as electron donors difluoro bromamide acceptors generate complex. This is a promising photochemical method advantages such mild conditions, simple operation, being metal-free, excellent functional group tolerance.

Language: Английский

Citations

7

Recent advances in semi-heterogenous photocatalysis in organic synthesis DOI

Jia-Cheng Hou,

Wei Cai,

Hong‐Tao Ji

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110469 - 110469

Published: Sept. 1, 2024

Language: Английский

Citations

7

Paraformaldehyde as C1 Synthon: Electrochemical Three‐Component Synthesis of Tetrahydroimidazo[1,5‐a]quinoxalin‐4(5H)‐ones in Aqueous Ethanol DOI
Yuhan Lu,

Si‐Yu Mu,

Jun Jiang

et al.

ChemSusChem, Journal Year: 2023, Volume and Issue: 16(19)

Published: Sept. 20, 2023

A green and practical method for the electrochemical synthesis of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones through three-component reaction quinoxalin-2(1H)-ones, N-arylglycines paraformaldehyde was reported. In this strategy, EtOH played dual roles (eco-friendly solvent waste-free pre-catalyst) in situ generated ethoxide promoted triple sequential deprotonations.

Language: Английский

Citations

17

Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines DOI
Jinyang Chen, Hongyu Wu,

Hai‐Yang Song

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8360 - 8368

Published: June 1, 2023

A 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4-CzIPN)-photocatalyzed cascade arylation/cyclization reaction of 2-isocyanobiaryls and iodonium ylides was established for the synthesis 6-arylated phenanthridines. This is first example employing as aryl radical sources in a visible-light-induced cyclization reaction.

Language: Английский

Citations

14