Advances in Continuous Flow Fluorination Reactions DOI

Tsz Chun Lee,

Yi Tong,

Wai Chung Fu

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(21)

Published: Sept. 14, 2023

Fluorination reactions are important in constructing organofluorine motifs, which contribute to favorable biological properties pharmaceuticals and agrochemicals. However, fluorination reagents associated with various problems, such as their hazardous nature, high exothermicity, poor selectivity scalability. Continuous flow has emerged a transformative technology provide many advantages relative batch syntheses. This review article summarizes recent continuous techniques that address the limitations challenges of reactions. Approaches based on different discussed, including gas-liquid reactions, packed-bed reactors, in-line purifications, streamlined multistep synthesis, large-scale well photoredox- electrocatalysis.

Language: Английский

Photodriven Methane Conversion on Transition Metal Oxide Catalyst: Recent Progress and Prospects DOI Creative Commons
Pu Wang, Run Shi, Jiaqi Zhao

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 11(8)

Published: Oct. 26, 2023

Methane as the main component in natural gas is a promising chemical raw material for synthesizing value-added chemicals, but its harsh conversion process often causes severe energy and environment concerns. Photocatalysis provides an attractive path to active convert methane into various products under mild conditions with clean sustainable solar energy, although many challenges remain at present. In this review, recent advances photocatalytic are systematically summarized. As basis of conversion, activation first elucidated from structural molecules. The study committed categorizing elucidating research progress laws intricate reactions according target products, including partial oxidation, reforming, coupling, combustion, functionalization. Advanced reactor designs also designed enrich options reliability performance evaluation. prospects discussed, which turn offers guidelines methane-conversion-related photocatalyst exploration, reaction mechanism investigation, advanced photoreactor design.

Language: Английский

Citations

46

Biocatalytic enantioselective C(sp3)–H fluorination enabled by directed evolution of non-haem iron enzymes DOI
Liupeng Zhao, Binh Khanh, Lida Cheng

et al.

Nature Synthesis, Journal Year: 2024, Volume and Issue: 3(8), P. 967 - 975

Published: April 26, 2024

Language: Английский

Citations

18

Picking Two out of Three: Defluorinative Annulation of Trifluoromethyl Alkenes for the Synthesis of Monofluorinated Carbo‐ and Heterocycles DOI
Jiahao Ling, Lei Zhou

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(3)

Published: Jan. 22, 2024

Abstract The increasing demand of organofluorine compounds in medicine, agriculture, and materials sciences makes sophisticated methods for their synthesis ever more necessary. Nowadays, not only the C−F bond formation but also selective cleavage readily available poly‐ or perfluorine‐containing have become powerful tools effective compounds. defluorinative cross‐coupling trifluoromethyl alkenes with various nucleophiles radical precursors an S N 2’ manner is a convergent route to access gem ‐difluoroalkenes, which turn react via V‐type reaction. If V reactions occur intramolecularly, dual allows facile assembly monofluorinated cyclic skeletons structural complexity diversity. In this personal account, we summarized advances field on basis coupling cyclization partners, including binucleophiles, alkynes, diradical bearing nucleophilic site. Accordingly, annulation can be achieved by base‐mediated sequential 2′/S reactions, transition metal catalyzed mediated photoredox catalysis, combination photocatalytic context seminal works others field, concise summary contributions authors offered.

Language: Английский

Citations

10

Enantioconvergent nucleophilic substitution via synergistic phase-transfer catalysis DOI Creative Commons
C. J. Dooley, Francesco Ibba, Bence B. Botlik

et al.

Nature Catalysis, Journal Year: 2025, Volume and Issue: 8(2), P. 107 - 115

Published: Feb. 13, 2025

Language: Английский

Citations

2

Standardizing Substrate Selection: A Strategy toward Unbiased Evaluation of Reaction Generality DOI Creative Commons

Debanjan Rana,

Philipp M. Pflüger,

Niklas Hölter

et al.

ACS Central Science, Journal Year: 2024, Volume and Issue: unknown

Published: April 8, 2024

With over 10,000 new reaction protocols arising every year, only a handful of these procedures transition from academia to application. A major reason for this gap stems the lack comprehensive knowledge about reaction's scope, i.e., which substrates protocol can or cannot be applied. Even though chemists invest substantial effort assess scope protocols, resulting tables involve significant biases, reducing their expressiveness. Herein we report standardized substrate selection strategy designed mitigate biases and evaluate applicability, as well limits, any chemical reaction. Unsupervised learning is utilized map space industrially relevant molecules. Subsequently, potential candidates are projected onto universal map, enabling structurally diverse set with optimal relevance coverage. By testing our methodology on different reactions, were able demonstrate its effectiveness in finding general reactivity trends by using few highly representative examples. The developed empowers showcase unbiased applicability novel methodologies, facilitating practical applications. We hope that work will trigger interdisciplinary discussions synthetic chemistry, leading improved data quality.

Language: Английский

Citations

9

Selective Hydrofunctionalization of Alkenyl Fluorides Enabled by Nickel-Catalyzed Hydrogen Atoms and Group Transfer: Reaction Development and Mechanistic Study DOI
Fan Chen, Qianwei Zhang, Yingying Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: April 15, 2024

Due to the unique effect of fluorine atoms, efficient construction high-value alkyl fluorides has attracted significant interest in modern drug development. However, enantioselective catalytic strategies for assembly highly functionalized chiral C(sp

Language: Английский

Citations

9

Transition‐Metal‐Free Approach for Z‐Vinyl Fluorides by Hydrofluorination of Alkynes bearing SF4 and SF5 Groups DOI
Yusuke Murata,

Kenshiro Hada,

Trapti Aggarwal

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(10)

Published: Jan. 11, 2024

The synthesis of vinyl fluorides plays a crucial role in various scientific disciplines, including pharmaceutical and materials sciences. Herein, we present direct stereoselective hydrofluorination method for the Z isomers from alkynes containing unexplored SF

Language: Английский

Citations

8

Transition-metal-catalyzed C(sp3)–H bond fluorination reactions DOI

Robbie Ge,

Ziting Xu, Ke Yang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(7), P. 101009 - 101009

Published: June 6, 2024

Language: Английский

Citations

8

One-Pot Formal Carboradiofluorination of Alkenes: A Toolkit for Positron Emission Tomography Imaging Probe Development DOI
Mónica Rivas, Sashi Debnath, Sachin Giri

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(35), P. 19265 - 19273

Published: Aug. 25, 2023

We report the first one-pot formal alkene carboradiofluorination reaction employing easily accessible alkenes as both prosthetic group precursors and coupling partners. The methodology features rapid sequential Markovnikov-selective iodofluorination photoinduced Pd(0/I/II)-catalyzed alkyl Heck a mild robust fluorine-18 (18F) radiochemical approach for positron emission tomography (PET) imaging probe development. A new class of groups PET synthesis was isolated iodofluorinated intermediates in moderate to excellent yields. alkenylfluorination carried out produce over 30 analogues wide range bioactive molecules. Further application Pd(0/I/II) manifold development illustrated by direct carbo(radio)fluorination electron-rich alkenes. methods were successfully translated radiolabel broad scope medicinally relevant small molecules generally good conversion. protocol further optimized accommodate no-carrier-added conditions with similar efficiency future (pre)clinical translation. Moreover, radiosynthesis automated radiochemistry module facilitate its practical use multistep reactions.

Language: Английский

Citations

12

Recent advances in late-stage monofluorination of natural products and their derivatives DOI
Amardeep Singh, Haritha Sindhe,

Akshay Kamble

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5605 - 5637

Published: Jan. 1, 2024

In this review, we have discussed the monofluorination of natural products or their derivatives occurring via direct C–H functionalization, late-stage functionalization and functional group transformation from 2011–2023.

Language: Английский

Citations

5