Fluorination and fluoroalkylation reactions mediated by hypervalent iodine reagents

ZZ Han, CP Zhang - Advanced Synthesis & Catalysis, 2020 - Wiley Online Library
This review summarizes the progress in the fluorination and fluoroalkylation of electron‐rich
systems with diverse fluorine (F) and fluoroalkyl (Rfn) reagents employing hypervalent …

Expanding organofluorine chemical space: the design of chiral fluorinated isosteres enabled by I (I)/I (III) catalysis

S Meyer, J Häfliger, R Gilmour - Chemical Science, 2021 - pubs.rsc.org
Short aliphatic groups are prevalent in bioactive small molecules and play an essential role
in regulating physicochemistry and molecular recognition phenomena. Delineating their …

Catalytic hydrodifluoroalkylation of unactivated olefins

WJ Yue, CS Day, AJ Brenes Rucinski, R Martin - Organic Letters, 2022 - ACS Publications
Herein, we report a modular catalytic technique that streamlines the preparation of gem-
difluoroalkanes from unactivated sp 3 precursors. The method is characterized by its …

Skeletal Ring Contractions via I(I)/I(III) Catalysis: Stereoselective Synthesis of cis-α,α-Difluorocyclopropanes

K Livingstone, K Siebold, S Meyer, V Martín-Heras… - ACS …, 2022 - ACS Publications
The clinical success of α, α-difluorocyclopropanes, combined with limitations in the existing
synthesis portfolio, inspired the development of an operationally simple, organocatalysis …

Modern approaches towards the synthesis of geminal difluoroalkyl groups

DR Carvalho, AH Christian - Organic & Biomolecular Chemistry, 2021 - pubs.rsc.org
This review will cover the importance of and most recent approaches toward geminal
difluoroalkyl groups. Transition metal-mediated, photochemical, organocatalytic, and other …

Electrophilic hypervalent trifluoromethylthio-iodine (III) reagent

XG Yang, K Zheng, C Zhang - Organic letters, 2020 - ACS Publications
Herein we report the design and synthesis of hypervalent trifluoromethylthio-iodine (III)
reagent 1 and the elucidation of its structure by NMR spectroscopy and X-ray …

Catalytic, Regioselective 1, 4‐Fluorodifunctionalization of Dienes

YJ Yu, M Schäfer, CG Daniliuc… - Angewandte Chemie, 2023 - Wiley Online Library
Abstract A catalysis‐based regioselective 1, 4‐fluorofunctionalization of trifluoromethyl
substituted 1, 3‐dienes has been developed to access compact, highly functionalized …

Hypervalent iodine reagent-mediated reactions involving rearrangement processes

B Zhang, X Li, B Guo, Y Du - Chemical Communications, 2020 - pubs.rsc.org
Hypervalent iodine reagents have been extensively employed in various types of oxidative
organic reactions including oxidative coupling/cyclization, bifunctionalization of olefins and …

Catalytic Geminal Difluorination of Styrenes for the Construction of Fluorine-rich Bioisosteres

F Scheidt, J Neufeld, M Schäfer, C Thiehoff… - Organic …, 2018 - ACS Publications
A geminal difluorination of alkenes based on I (I)/I (III) catalysis is disclosed, which is
compatible with a range of electronically and substitutionally diverse styrenes (27 examples …

Reactions promoted by hypervalent iodine reagents and boron Lewis acids

A Dasgupta, C Thiehoff, PD Newman, T Wirth… - Organic & …, 2021 - pubs.rsc.org
Understanding the role of boranes in hypervalent iodine chemistry will open up new
reactivities which can be utilised in organic synthesis. Due to similar reactivities, λ3-iodanes …