Recent advances on non-precious metal-catalysed fluorination, difluoromethylation, trifluoromethylation, and perfluoro-alkylation of N-heteroarenes

D Banerjee, P Limba, A Bera - Organic & Biomolecular Chemistry, 2023 - pubs.rsc.org
This review highlights the recent advances, from 2015 to 2023, on the introduction of organo-
fluorine derivatives at the N-heteroarene core. Notable features considering new …

Selective Synthesis of Monofluorinated Compounds Applying Amine/HF Reagents

G Haufe - The Chemical Record, 2023 - Wiley Online Library
For nucleophilic monofluorination, amine/HF reagents such as Et3N⋅ 3HF, Pyr⋅ 9HF
(Olah's reagent) and similar combinations belong to the most frequently used fluoride …

Accelerating SN2 nucleophilic fluorination of primary alkyl bromide using an 18-crown-6 and fluorinated bulky alcohol phase transfer system

AS Melo, MS Valle, JR Pliego Jr - Journal of Fluorine Chemistry, 2023 - Elsevier
A new phase transfer system for nucleophilic fluorination of alkyl halides with potassium
fluoride, based on the combination of 18-crown-6 and the bulky fluorinated alcohol 1, 1, 1, 3 …

(Radio) Fluoro-iodination of Alkenes Enabled by a Hydrogen Bonding Donor Solvent

J Han, X Lu, L Chen, K Gong, B Xu, X Zeng - Organic Letters, 2024 - ACS Publications
We have developed a widely applicable (radio) fluoro-iodination of alkenes using readily
available and easily handled KF (18F). The reactions exhibited high functional group …

Controlled Release of Diborane from Alkali Metal Borohydride using Ionic Liquid‐Based Lewis Acids

AK Vasudevan, Y Wang, P Biswas, K Shi… - Angewandte …, 2024 - Wiley Online Library
Alkali metal borohydrides present a rich source of energy dense materials of boron and
hydrogen, however their potential in propellants has been hitherto untapped. Potassium …

Modified aryldifluorophenylsilicates with improved activity and selectivity in nucleophilic fluorination of secondary substrates

M Trojan, A Hroch, E Gruden, J Cvačka, J Čejka… - RSC …, 2024 - pubs.rsc.org
Nucleophilic fluorination of secondary aliphatic substrates, especially of halides, still
remains a challenge. Among the available reagents, TBAT belongs to one of the best …

Advances in Continuous Flow Fluorination Reactions

TC Lee, Y Tong, WC Fu - Chemistry–An Asian Journal, 2023 - Wiley Online Library
Fluorination reactions are important in constructing organofluorine motifs, which contribute
to favorable biological properties in pharmaceuticals and agrochemicals. However …

Quaternary ammonium fluorides and difluorosilicates as nucleophilic fluorination reagents

M Trojan, K Kučnirová, Š Bouzková, J Cvačka… - Organic & …, 2024 - pubs.rsc.org
TBAT (tetrabutylammonium difluorotriphenylsilicate) is an excellent homogeneous
nucleophilic fluorination reagent, but a high excess of the reagent was reported to be …

Elucidating the Origin of Regioselectivity in Palladium-Catalyzed Aromatic Fluorination: Mechanistic Investigation and Microkinetic Analysis

JR Pliego - Catalysis Letters, 2024 - Springer
Nucleophilic fluorination of aromatic rings can be done via a cross-coupling reaction
catalyzed by palladium and biaryl monophosphine ligands such as AlPhos. Nevertheless …

Trifluoromethyl anion: Generation, stability, and SNAr reactivity in crown ether complex analyzed by theoretical calculations

GC Marçal, JR Pliego - Computational and Theoretical Chemistry, 2023 - Elsevier
The trifluoromethyl anion is a reactive species useful for the trifluoromethylation reaction of
organic compounds. However, this species is prone to an elimination process via the …