A journey into trifluoromethylchalcogenation: some reagents from Lyon DOI Creative Commons
Thierry Billard

Comptes Rendus Chimie, Journal Year: 2024, Volume and Issue: 27(G1), P. 217 - 226

Published: Nov. 13, 2024

The development of emerging fluorinated groups is an active field research in recent years. In particular, the fusion moieties with chalcogens has attracted considerable interest. This led to a strong demand for new efficient reagents perform various direct trifluoromethylchalcogenations. Herein, we present overview results obtained our laboratory Lyon, which actively contributed this quest during last 15 Le développement de groupes fluorés émergents est un domaine recherche très actif ces dernières années. En particulier, l'association groupements avec des chalcogènes suscité intérêt tout particulier. Cela induit une forte demande pour développer nouveaux réactifs efficaces permettant d'effectuer diverses trifluorométhylchalcogénations directes. Dans cet article, nous allons présenter aperçu principaux résultats notre laboratoire lyonnais, qui activement contribué à cette quête au cours

Triphosgene/KF-mediated acyl fluoride synthesis via in situ fluoro(chloro)phosgene DOI

Elsayed M. Mahmoud,

Mohammed Marzouk, Wesam S. Shehab

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The transformation of carboxylic acids into acyl fluorides via triphosgene-mediated deoxyfluorination utilizing inexpensive potassium fluoride (KF) has been achieved.

Language: Английский

Citations

0
Trifluoromethoxylation of Arynes using 2,4‐Dinitro‐1‐(trifluoromethoxybenzene) as Trifluoromethoxide Anion Source DOI Creative Commons
Lilian Wisson, Gilles Hanquet, Fabien Toulgoat

et al.

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

Published: May 24, 2024

Abstract The trifluoromethoxy moiety, an emerging fluorinated group, shows interesting properties for pharmaceutical and agrochemical applications. However, only few methods have been reported the direct introduction of this group on molecules with high efficiency, safety low cost. Indeed, most trifluoromethoxylation reagents are either expensive, hazardous or require preliminary synthesis before their use. Here we describe use 2,4‐dinitro‐1‐(trifluoromethoxy)benzene (DNTFB) as easy‐to‐handle, safe, commercially available cheap source trifluoromethoxide anion arynes.

Language: Английский

Citations

2
Modular Synthesis of α-Aryl Acrylamido Carboxylic Acids by Triple C–F Bond Cleavage of (Trifluoromethyl)alkenes with Unprotected Amino Acids DOI
Yuqi Li,

Rongbin Peng,

Chuanle Zhu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(39), P. 8295 - 8300

Published: Sept. 23, 2024

A straightforward and efficient strategy for the construction of tertiary secondary α-aryl acrylamido carboxylic acids is reported. This N-acrylation protocol unprotected amino achieved by triple C-F bond cleavage (trifluoromethyl)alkenes. method features mild conditions, operationally simple, free transition metals racemization, can be used on a gram scale, compatible with various functional moieties. Mechanistic studies indicate that oxygen atom exchange happens among H

Language: Английский

Citations

0
Mild defluorinative N-acrylation of amines with (trifluoromethyl)alkenes: synthesis of α-arylacrylamides DOI
Yuqi Li,

Rongbin Peng,

Zhaolong Ma

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 21, 2024

A practical and efficient method to access α-arylacrylamides via the N -acrylation of amines with (trifluoromethyl)alkenes cleavage three C(sp 3 )–F bonds is presented.

Language: Английский

Citations

0
Phenylseleno trifluoromethoxylation of alkenes DOI Creative Commons
Clément Delobel, Armen Panossian, Gilles Hanquet

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 2434 - 2441

Published: Sept. 26, 2024

Trifluoromethoxylated molecules and selenylated compounds find a wide range of interesting applications, but separately. In order to combine the potential these two motifs propose new class compounds, we have developed an electrophilic phenylseleno trifluoromethoxylation alkenes, which leads β-selenylated trifluoromethoxylated or, upon subsequent reduction, ones.

Language: Английский

Citations

0
A journey into trifluoromethylchalcogenation: some reagents from Lyon DOI Creative Commons
Thierry Billard

Comptes Rendus Chimie, Journal Year: 2024, Volume and Issue: 27(G1), P. 217 - 226

Published: Nov. 13, 2024

The development of emerging fluorinated groups is an active field research in recent years. In particular, the fusion moieties with chalcogens has attracted considerable interest. This led to a strong demand for new efficient reagents perform various direct trifluoromethylchalcogenations. Herein, we present overview results obtained our laboratory Lyon, which actively contributed this quest during last 15 Le développement de groupes fluorés émergents est un domaine recherche très actif ces dernières années. En particulier, l'association groupements avec des chalcogènes suscité intérêt tout particulier. Cela induit une forte demande pour développer nouveaux réactifs efficaces permettant d'effectuer diverses trifluorométhylchalcogénations directes. Dans cet article, nous allons présenter aperçu principaux résultats notre laboratoire lyonnais, qui activement contribué à cette quête au cours

Citations

0