Radical perfluoroalkylation of aliphatic substrates

DE Yerien, S Barata-Vallejo, A Postigo - ACS Catalysis, 2023 - ACS Publications
A selection of perfluoroalkylation reactions of aliphatic substrates that display
methodological and synthetic amplitude will be studied, giving examples of their …

[HTML][HTML] Metal-free alkene oxy-and amino-perfluoroalkylations via carbocation formation by using perfluoro acid anhydrides: unique reactivity between styrenes and …

E Valverde, S Kawamura, D Sekine, M Sodeoka - Chemical Science, 2018 - pubs.rsc.org
We present a strategy for metal-free, alkene difunctionalization-type, oxy-and amino-
perfluoroalkylations, using perfluoro acid anhydrides as practical and user-friendly …

Radical fluoroalkylation reactions

S Barata-Vallejo, MV Cooke, A Postigo - ACS Catalysis, 2018 - ACS Publications
Recent protocols and reactions for catalytic radical perfluoroalkylations will be described.
The production of perfluoroalkyl radicals (RF= C n F2 n+ 1, n≥ 2), which effect both addition …

Efficient generation of perfluoroalkyl radicals from sodium perfluoroalkanesulfinates and a hypervalent iodine (III) reagent: mild, metal-free synthesis of …

R Sakamoto, H Kashiwagi, S Selvakumar… - Organic & …, 2016 - pubs.rsc.org
This article describes an efficient method for the introduction of perfluoroalkyl groups into N-
acrylamides, 2-isocyanides, olefins, and other heterocycles using perfluoroalkyl radicals that …

Perfluoroalkylation of unactivated alkenes with acid anhydrides as the perfluoroalkyl source

S Kawamura, M Sodeoka - Angewandte Chemie, 2016 - Wiley Online Library
An efficient perfluoroalkylation of unactivated alkenes with perfluoro acid anhydrides was
developed. Copper salts play a crucial role as a catalyst to achieve allylic perfluoroalkylation …

Recent advances in photoinduced perfluoroalkylation using perfluoroalkyl halides as the radical precursors

T Liu, J Liu, J He, Y Hong, H Zhou, YL Liu, S Tang - Synthesis, 2022 - thieme-connect.com
Perfluoroalkylation is one of the most important methods for the introduction of multiple
fluorine atoms into organic molecules in a single step. The use of photoinduced technology …

Modern methods for the synthesis of perfluoroalkylated aromatics

DJ Castillo-Pazos, JD Lasso, CJ Li - Organic & Biomolecular …, 2021 - pubs.rsc.org
Perfluoroalkyl-containing substances (PFAS), have become omnipresent materials in the
modern world for both commercial and research applications. Compounds such as …

Perfluoroalkylation reactions of (hetero) arenes

S Barata-Vallejo, SM Bonesi, A Postigo - RSC advances, 2015 - pubs.rsc.org
Perfluoroalkylation reactions of arenes have not been the subject of intense study as has
been the case for the trifluoromethylation reactions of aromatics. However, the new synthetic …

Catalytic defluoroalkylation of trifluoromethylaromatics with unactivated alkenes

H Wang, NT Jui - Journal of the American Chemical Society, 2018 - ACS Publications
We describe a new catalytic approach to selective functionalization of the strong C–F bonds
in trifluoromethylaromatic (Ar–CF3) systems. In this approach, single electron reduction of Ar …

[HTML][HTML] Ligand-free nickel catalyzed perfluoroalkylation of arenes and heteroarenes

S Deolka, R Govindarajan, S Vasylevskyi, MC Roy… - Chemical …, 2022 - pubs.rsc.org
We describe a “ligand-free” Ni-catalyzed perfluoroalkylation of heteroarenes to produce a
diverse array of trfiluoromethyl, pentafluoroethyl and heptafluoropropyl adducts. Catalysis …