Recent advances in C–F bond activation of acyl fluorides directed toward catalytic transformation by transition metals, N-heterocyclic carbenes, or phosphines

T Tian, Q Chen, Z Li, Y Nishihara - Synthesis, 2022 - thieme-connect.com
Numerous studies on the activation of carbon–fluorine bonds have been reported in recent
years. For example, acyl fluorides have been utilized as versatile reagents for acylation …

Perfluoropyridine: discovery, chemistry, and applications in polymers and material science

R Gautam, I Geniza, ST Iacono, CM Friesen… - Molecules, 2022 - mdpi.com
Perfluoropyridine (PFPy) is an organofluorine compound that has been employed for a
variety of applications, from straightforward chemical synthesis to more advanced functions …

Enantioselective Giese additions of prochiral α-amino radicals

ASK Lahdenperä, PD Bacos… - Journal of the American …, 2022 - ACS Publications
Amines featuring an adjacent stereocenter are important building blocks, and recent years
have seen remarkable growth in methods forming these via prochiral α-amino radical …

Quantification of Phenolic Hydroxyl Groups in Lignin via 19F NMR Spectroscopy

JK Kenny, JW Medlin, GT Beckham - ACS Sustainable Chemistry …, 2023 - ACS Publications
Phenolic moieties strongly influence lignin reactivity and physical properties, and thus
accurate quantification of phenolic groups in lignin is a critical analytical chemistry need …

Direct formation of amide/peptide bonds from carboxylic acids: no traditional coupling reagents, 1-pot, and green

KM Freiberg, RD Kavthe, RM Thomas, DM Fialho… - Chemical …, 2023 - pubs.rsc.org
Technology for generating especially important amide and peptide bonds from carboxylic
acids and amines that avoids traditional coupling reagents is described. The 1-pot …

Fluorocarbonylation via palladium/phosphine synergistic catalysis

M Zhao, M Chen, T Wang, S Yang, Q Peng… - Nature …, 2023 - nature.com
Despite the growing importance of fluorinated organic compounds in pharmaceuticals,
agrochemicals, and materials science, the introduction of fluorine into organic molecules is …

Electrochemical amidation: benzoyl hydrazine/carbazate and amine as coupling partners

T Alam, A Rakshit, HN Dhara, A Palai, BK Patel - Organic Letters, 2022 - ACS Publications
An electrochemical amidation of benzoyl hydrazine/carbazate and primary/secondary amine
as coupling partners via concomitant cleavage and formation of C (sp2)–N bonds has been …

NDTP mediated direct rapid amide and peptide synthesis without epimerization

Y Li, J Li, G Bao, C Yu, Y Liu, Z He, P Wang, W Ma… - Organic …, 2022 - ACS Publications
Herein, we explored an unprecedented mild, nonirritating, conveniently available, and
recyclable coupling reagent NDTP, which could activate the carboxylic acids via acyl …

Sulfur Tetrafluoride (SF4) as a Deoxyfluorination Reagent for Organic Synthesis in Continuous Flow Mode

D Polterauer, P Hanselmann, R Littich… - … Process Research & …, 2023 - ACS Publications
We report the development of a deoxyfluorination protocol using sulfur tetrafluoride (SF4) as
a reagent to prepare organofluorine compounds in continuous flow mode. The method uses …

One-pot ester and thioester formation mediated by pentafluoropyridine (PFP)

LND Beardmore, SL Cobb, WDG Brittain - Organic & Biomolecular …, 2022 - pubs.rsc.org
Acyl fluorides are valuable synthetic intermediates, but in some cases they can be
challenging to handle and difficult to isolate given their susceptibility to degradation. In …