Toolbox for distal C–H bond functionalizations in organic molecules

SK Sinha, S Guin, S Maiti, JP Biswas, S Porey… - Chemical …, 2021 - ACS Publications
Transition-metal-catalyzed C–H activation has developed a contemporary approach to the
omnipresent area of retrosynthetic disconnection. Scientific researchers have been tempted …

Radical‐Promoted Distal C−H Functionalization of C(sp3) Centers with Fluorinated Moieties

E Nobile, T Castanheiro, T Besset - Angewandte Chemie, 2021 - Wiley Online Library
Due to their unique properties, fluorinated scaffolds are pivotal compounds in
pharmaceuticals, agrochemicals, and materials science. Over the last years, the …

Directed evolution of nonheme iron enzymes to access abiological radical-relay C(sp3)−H azidation

J Rui, Q Zhao, AJ Huls, J Soler, JC Paris, Z Chen… - Science, 2022 - science.org
We report the reprogramming of nonheme iron enzymes to catalyze an abiological C (sp3)‒
H azidation reaction through iron-catalyzed radical relay. This biocatalytic transformation …

N-Heterocyclic-Carbene-Catalyzed C–H Acylation via Radical Relay

Y Man, S Liu, B Xu, X Zeng - Organic Letters, 2022 - ACS Publications
A method of N-fluorocarboxamide-directed N-heterocyclic-carbene (NHC)-catalyzed
benzylic C–H acylation with aldehydes via the hydrogen atom transfer strategy is disclosed …

Fluorinated cycloalkyl building blocks for drug discovery

OO Grygorenko, KP Melnykov, S Holovach… - …, 2022 - Wiley Online Library
The review covers various aspects of fluorinated cycloalkyl (C3− C7) building blocks for drug
discovery, including their synthesis, key physicochemical properties, and biological and …

C(sp3)–H Fluorination with a Copper(II)/(III) Redox Couple

JK Bower, AD Cypcar, B Henriquez… - Journal of the …, 2020 - ACS Publications
Despite the growing interest in the synthesis of fluorinated organic compounds, few
reactions are able to incorporate fluoride ions directly into alkyl C–H bonds. Here, we report …

Copper-catalyzed electrochemical C–H fluorination

H Hintz, J Bower, J Tang, M LaLama, C Sevov… - Chem catalysis, 2023 - cell.com
We report the systematic development of an electrooxidative methodology that translates
stoichiometric C–H fluorination reactivity of an isolable Cu III fluoride complex into a catalytic …

Remote C (sp 3)–H heteroarylation of N-fluorocarboxamides with quinoxalin-2 (1 H)-ones under visible-light-induced photocatalyst-free conditions

L Xuan, R Du, P Lei, W Zhao, L Tan, C Ni, H Wang… - Green …, 2022 - pubs.rsc.org
We report, for the first time, a visible-light-promoted remote benzylic/aliphatic C (sp3)–H
heteroarylation of N-fluorocarboxamides with quinoxalin-2 (1H)-ones. This transformation …

Engineering non-haem iron enzymes for enantioselective C(sp3)–F bond formation via radical fluorine transfer

Q Zhao, Z Chen, J Soler, X Chen, J Rui, NT Ji, QE Yu… - Nature …, 2024 - nature.com
In recent years there has been a surge in the development of methods for the synthesis of
organofluorine compounds. However, enzymatic methods for C–F bond formation have …

Iron-Catalyzed, Site-Selective Difluoromethylthiolation (−SCF2H) and Difluoromethylselenation (−SeCF2H) of Unactivated C(sp3)–H Bonds in N-Fluoroamides

H Zhang, F Yu, C Li, P Tian, Y Zhou, ZY Cao - Organic Letters, 2021 - ACS Publications
The iron-catalyzed δ-C (sp3)–H bond difluoromethylthiolation and difluoromethylselenation
of aliphatic amides with high site selectivity are reported. Essential to the success is the …