Methods for the Synthesis of α, α‐Difluoroketones

G Pattison - European Journal of Organic Chemistry, 2018 - Wiley Online Library
α, α‐Difluoroketones are valuable compounds and can be used as synthetic intermediates
for the synthesis of fluorinated molecules, but they also have a direct application in …

The α, α‐Dihalocarbonyl Building Blocks: An Avenue for New Reaction Development in Organic Synthesis

S Sadhukhan, J Santhi, B Baire - Chemistry–A European …, 2020 - Wiley Online Library
The α, α‐dihalocarbonyl moiety is a bifunctional system with a gem‐dihalocarbon and a
carbonyl carbon in 1, 2‐fashion. This is one of the privileged scaffolds in medicinal chemistry …

Switching chemoselectivity: using mechanochemistry to alter reaction kinetics

JL Howard, MC Brand, DL Browne - Angewandte Chemie, 2018 - Wiley Online Library
A reaction manifold has been discovered in which the chemoselectivity can be altered by
switching between neat milling and liquid assisted grinding (LAG) with polar additives. After …

Direct electrochemical hydrodefluorination of trifluoromethylketones enabled by non-protic conditions

JR Box, AP Atkins, AJJ Lennox - Chemical Science, 2021 - pubs.rsc.org
CF2H groups are unique due to the combination of their lipophilic and hydrogen bonding
properties. The strength of H-bonding is determined by the group to which it is appended …

Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF2-Carbene Equivalent

M Miele, A Citarella, N Micale, W Holzer, V Pace - Organic letters, 2019 - ACS Publications
The homologation of Weinreb amides into difluoromethylketones with a formal nucleophilic
CHF2 transfer agent is reported. Activating TMSCHF2 with potassium tert-amylate enables a …

Direct Deprotonative Functionalization of α, α‐Difluoromethyl Ketones using a Catalytic Organosuperbase

A Messara, A Panossian, K Mikami… - Angewandte …, 2023 - Wiley Online Library
The deprotonative functionalization of α, α‐difluoromethyl ketones is described herein.
Using a catalytic organosuperbase and a silane additive, the corresponding difluoroenolate …

A Coupling Approach for the Generation of α,α-Bis(enolate) Equivalents: Regioselective Synthesis of gem-Difunctionalized Ketones

CE Iacono, TC Stephens, TS Rajan… - Journal of the American …, 2018 - ACS Publications
Regioselective α, α-difunctionalization adjacent to a ketone is a significant synthetic
challenge. Here, we present a solution to this problem through the transition-metal-free …

Direct Synthesis of Tri‐/Difluoromethyl Ketones from Carboxylic Acids by Cross‐Coupling with Acyloxyphosphonium Ions

X Ispizua‐Rodriguez, SB Munoz… - … A European Journal, 2021 - Wiley Online Library
A simple and straightforward approach to the synthesis of trifluoromethyl and difluoromethyl
ketones from widely available carboxylic acids is disclosed. The transformation utilizes an …

Fluorination of organoboron compounds

G Pattison - Organic & Biomolecular Chemistry, 2019 - pubs.rsc.org
Methods for the fluorination of organoboron compounds are described. This review will
cover the fluorination of aromatic and aliphatic systems using both electrophilic and …

Practical Access to Difluoromethyl Ketones via Straightforward Decarboxylative Difluorination of β‐Ketoacids

YL Li, J Li, J Deng - Advanced Synthesis & Catalysis, 2017 - Wiley Online Library
A facile synthetic approach to a series of difluoromethyl ketones from β‐ketoacids has been
described. This transformation is achieved through the straightforward decarboxylative …