Understanding and controlling fluorinated diacyl peroxides and fluoroalkyl radicals in alkene fluoroalkylations

S Kawamura, M Sodeoka - The Chemical Record, 2023 - Wiley Online Library
The demand for practical methods for the synthesis of novel fluoroalkyl molecules is
increasing owing to their diverse applications. Our group has achieved efficient …

Electrophilic Fluorination of Alkenes via Bora‐Wagner–Meerwein Rearrangement. Access to β‐Difluoroalkyl Boronates

Q Wang, M Biosca, F Himo… - Angewandte Chemie …, 2021 - Wiley Online Library
The electrophilic fluorination of geminal alkyl substituted vinyl‐Bmida derivatives proceeds
via bora‐Wagner–Meerwein rearrangement. According to DFT modelling studies this …

Radical α-trifluoromethoxylation of ketones under batch and flow conditions by means of organic photoredox catalysis

T Duhail, T Bortolato, J Mateos, E Anselmi… - Organic …, 2021 - ACS Publications
The first light-driven method for the α-trifluoromethoxylation of ketones is reported. Enol
carbonates react with N-trifluoromethoxy-4-cyano-pyridinium, using the photoredox catalyst …

Decatungstate Catalyzed Synthesis of Trifluoromethylthioesters from Aldehydes via a Radical Process

Z Ye, Z Lei, X Ye, L Zhou, Y Wang, Z Yuan… - The Journal of …, 2021 - ACS Publications
Here we report a mild and general method for the trifluoromethylthiolation of aldehydes
using N-trifluoromethylthiosaccharin as the CF3S radical source and sodium decatungstate …

Synthesis, reactivity and activation modes of fluoroalkyl thiosulfonates and selenosulfonates

C Ghiazza, T Billard - European Journal of Organic Chemistry, 2021 - Wiley Online Library
Reagent design is at the cornerstone of modern organofluorine chemistry. The past decades
have seen the emergence of diverse families of reagents with the aim of introducing …

Trifluoromethylthiolation of Tryptophan and Tyrosine Derivatives: A Tool for Enhancing the Local Hydrophobicity of Peptides

J Gregorc, N Lensen, G Chaume, J Iskra… - The Journal of Organic …, 2023 - ACS Publications
The incorporation of fluorinated groups into peptides significantly affects their biophysical
properties. We report herein the synthesis of Fmoc-protected trifluoromethylthiolated tyrosine …

Catalyst‐Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor‐Acceptor Complex Photoactivation

A Lipp, SO Badir, R Dykstra, O Gutierrez… - … synthesis & catalysis, 2021 - Wiley Online Library
A catalyst‐and additive‐free decarbonylative trifluoromethylthiolation of aldehyde feedstocks
has been developed. This operationally simple, scalable, and open‐to‐air transformation is …

Oxidation of Difluorocarbene by Pyridine N‐Oxide and Ensuing Access to Carbamoyl Fluorides

HJ Tang, XM Shi, XY Zhu, CQ Wang… - Chinese Journal of …, 2023 - Wiley Online Library
Comprehensive Summary A practical one‐pot preparation of carbamoyl fluorides from easily
obtained pyridine N‐oxide, commercially available secondary amines and synthetically …

Sulfenofunctionalization of Chiral α‐Trifluoromethyl Allylboronic Acids: Asymmetric Synthesis of SCF3, SCF2R, SCN and SAr Compounds

Q Wang, T Nilsson, L Eriksson… - Angewandte Chemie, 2022 - Wiley Online Library
We report herein a new method for the synthesis of densely functionalized chiral allyl SCF3,
SCF2R, SCN and SAr species with a separate CF3 functionality. The synthetic approach is …

[HTML][HTML] Palladium-catalyzed C–H trifluoromethylselenolation of arenes with [Me 4 N][SeCF 3] and an oxidant

L Liu, YC Gu, CP Zhang - Chemical Communications, 2022 - pubs.rsc.org
Trifluoromethylselenolation of arenes with [Me4N][SeCF3] in the presence of an oxidant
through Pd-catalyzed C (sp2)–H activation under the assistance of a directing group is …