NaNH2 as a Nitrogen Source and Base to Synthesize Triarylamines from Aryl Halides Using Pd-Catalyzed C–N Coupling DOI

Chinraj Sivarajan,

Shriya Saha, Shafeek A. R. Mulla

et al.

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

Published: Nov. 11, 2024

Triarylamines (TAAs) are excellent core structures for multifunctional materials. Reversible single-electron oxidation is the key to versatile applications. Synthesizing these from feedstock materials inevitable. Here, we report one-pot synthesis of TAAs aryl halides and inexpensive NaNH

Language: Английский

Recent advances on electrochemical generation of sulfonyl radical triggered cyclization of alkene/alkynes DOI

Jiaqing Shao,

Jiang Liu, Haibo Mei

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: 173, P. 134467 - 134467

Published: Jan. 12, 2025

Language: Английский

Citations

1
New Opportunities to Access Fluorinated Molecules Using Organophotoredox Catalysis via C(sp3)–F Bond Cleavage DOI Creative Commons
Sourav Roy, Tatiana Besset

JACS Au, Journal Year: 2025, Volume and Issue: 5(2), P. 466 - 485

Published: Feb. 7, 2025

Fluorinated molecules are of paramount importance because their unique properties. As a result, the search for innovative approaches to synthesis this class compounds has been relentless over years. Among these, combination photocatalysis and organofluorine chemistry turned out be an effective partnership access unattainable fluorinated molecules. This Perspective provides overview recent advances in synthesizing via organophotoredox-catalyzed defluorination process from trifluoromethylated compounds. It encompasses preparation difluoromethylated (hetero)arenes, amides, esters as well gem-difluoroalkene derivatives using C(sp3)–F bond activation or β-fragmentation. will highlight remaining challenges discuss future research opportunities.

Language: Английский

Citations

0
Electrochemical Synthesis of Trifluoromethylated Oxazoles: Aminotrifluoromethylation of Alkynes/in‐situ Cyclization DOI
Ji Hoon Jang, Eun Jin Cho

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(16), P. 3450 - 3454

Published: May 31, 2024

Abstract We report the development of a four‐component electrochemical method for synthesis CF 3 ‐oxazoles, utilizing alkynes and NaSO 2 in MeCN. The leverages simplicity mildness reaction conditions, despite inherent complexity four distinct components through aminotrifluoromethylation alkyne followed by in‐situ cyclization. Notably, addition to MeCN solvent, presence residual water mixture also contributed as coupling partner. involves sequence controlled oxidation steps under constant potential with graphite electrodes, facilitated mediator TMEDA, highlighting precision achievable electrochemistry.

Language: Английский

Citations

3
Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical–radical cross-coupling DOI
Lin Tang,

Ge Lv,

Taijun Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4708 - 4715

Published: Jan. 1, 2024

A simple and practical visible light-driven photoredox-catalyzed three-component carbotrifluoromethylation of alkenes is revealed for the synthesis 1,4-bis(trifluoromethylated) compounds.

Language: Английский

Citations

3
Photocatalytic synthesis of polyfluoroalkylated dihydropyrazoles and tetrahydropyridazines DOI

Ling-Li Liu,

Chengli Xiang,

Changduo Pan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(77), P. 10764 - 10767

Published: Jan. 1, 2024

A photocatalytic trifluoromethylation/cyclization reaction of

Language: Английский

Citations

3
Innovations in photocatalytic trifluoromethylation: Role of heterogeneous Bi4NbO8Cl in radical generation DOI
Congcong Wang, Yonghao Li, Kai Sun

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 439, P. 115775 - 115775

Published: Sept. 26, 2024

Language: Английский

Citations

2
Efficient Trifluoromethylation of Halogenated Hydrocarbons Using Novel [(bpy)Cu(O2CCF2SO2F)2] Reagent DOI Creative Commons

Xiong Wu,

Xin Qiu,

Wenrun Lou

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(12), P. 2849 - 2849

Published: June 14, 2024

This study introduces a novel trifluoromethylating reagent, [(bpy)Cu(O2CCF2SO2F)2], notable for not only its practical synthesis from cost-effective starting materials and scalability but also nonhygroscopic nature. The reagent demonstrates high efficiency in facilitating trifluoromethylation reactions with various halogenated hydrocarbons, yielding products good yields exhibiting broad functional group compatibility. development of [(bpy)Cu(O2CCF2SO2F)2] represents an advancement the field organic synthesis, potentially serving as valuable addition to arsenal existing agents.

Language: Английский

Citations

1
Triflate Salts as Alternative Non-Chlorinated Oxidants for the Oxidative Chemical Vapor Deposition and Electronic Engineering of Conjugated Polymers DOI Creative Commons
Drialys Cárdenas-Morcoso,

Justine Debard,

Faezeh Farzin

et al.

Macromolecules, Journal Year: 2024, Volume and Issue: 57(20), P. 9627 - 9639

Published: Oct. 2, 2024

Oxidative chemical vapor deposition (oCVD) stands as an attractive approach for the synthesis, engineering, and integration of conjugated polymers advanced electronic optoelectronic applications. In oCVD, oxidant significantly influences conformational properties resulting polymer thin films. this work, triflate salts iron(III) copper(II) (Fe(OTf)

Language: Английский

Citations

1
Electrochemical Trifluoromethylation of Alkynes: The Unique Role of DMSO as a Masking Auxiliary DOI Creative Commons
Ji‐Hoon Jang, Ho Seong Hwang,

Haeryeong Jeong

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

An electrochemical trifluoromethylation method for terminal alkynes has been developed, facilitating the synthesis of CF 3 -alkynes with DMSO as a masking auxiliary.

Language: Английский

Citations

1
Synthesis of β‐Trifluoromethylated Ketones by Photocatalyzed Deoxygenative Coupling of Aromatic Acids with α‐CF3 Substituted Styrenes DOI
Lili Zhang, Xiaoyu Yu,

Shenmao Ouyang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(28)

Published: May 29, 2024

Abstract α‐Trifluoromethyl alkenes are versatile CF 3 ‐containing feedstocks. They have been widely used to construct gem ‐difluoroalkene scaffolds through β−F elimination. The application of α−CF as trifluoromethylating reagents has less explored. Herein, we report an efficient route for the synthesis β‐trifluoromethylated ketones from readily accessed styrenes and aromatic carboxylic acids under photoredox catalysis. reactions proceed by phosphoranyl radical promoted deoxygenation acids, generating acyl radicals subsequent hydroacylation styrenes. valuable trifluoromethyl‐containing compounds could be produced in good yields mild conditions.

Language: Английский

Citations

0