Photocatalytic hydrogen atom transfer: the philosopher's stone for late-stage functionalization? DOI
Luca Capaldo, Lorenzo L. Quadri, Davide Ravelli

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(11), P. 3376 - 3396

Published: Jan. 1, 2020

Applications of photocatalytic Hydrogen Atom Transfer (HAT) methodologies for the Late-Stage Functionalization (LSF) complex molecules have been discussed in this perspective.

Language: Английский

Recent advances in visible light-activated radical coupling reactions triggered by (i) ruthenium, (ii) iridium and (iii) organic photoredox agents DOI Creative Commons
Jonathan D. Bell, John A. Murphy

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(17), P. 9540 - 9685

Published: Jan. 1, 2021

Visible light-activated reactions continue to expand and diversify. The example shown here is a Birch reduction achieved by organophotoredox reagents.

Language: Английский

Citations

342

Dirhodium tetracarboxylates as catalysts for selective intermolecular C–H functionalization DOI
Huw M. L. Davies, Kuangbiao Liao

Nature Reviews Chemistry, Journal Year: 2019, Volume and Issue: 3(6), P. 347 - 360

Published: May 7, 2019

Language: Английский

Citations

330

Photocatalytic Late-Stage C–H Functionalization DOI
Peter Bellotti, Huan‐Ming Huang,

Teresa Faber

et al.

Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(8), P. 4237 - 4352

Published: Jan. 24, 2023

The emergence of modern photocatalysis, characterized by mildness and selectivity, has significantly spurred innovative late-stage C–H functionalization approaches that make use low energy photons as a controllable source. Compared to traditional strategies, photocatalysis paves the way toward complementary and/or previously unattainable regio- chemoselectivities. Merging compelling benefits with workflow offers potentially unmatched arsenal tackle drug development campaigns beyond. This Review highlights photocatalytic strategies small-molecule drugs, agrochemicals, natural products, classified according targeted bond newly formed one. Emphasis is devoted identifying, describing, comparing main mechanistic scenarios. draws critical comparison between established ionic chemistry photocatalyzed radical-based manifolds. aims establish current state-of-the-art illustrate key unsolved challenges be addressed in future. authors aim introduce general readership functionalization, specialist practitioners evaluation methodologies, potential for improvement, future uncharted directions.

Language: Английский

Citations

324

Photoinduced intermolecular hydrogen atom transfer reactions in organic synthesis DOI Creative Commons
Hui Cao, Xinxin Tang,

Haidi Tang

et al.

Chem Catalysis, Journal Year: 2021, Volume and Issue: 1(3), P. 523 - 598

Published: May 24, 2021

Language: Английский

Citations

323

Photocatalysis in the Life Science Industry DOI
Lisa Candish,

Karl D. Collins,

Gemma C. Cook

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 2907 - 2980

Published: Sept. 24, 2021

In the pursuit of new pharmaceuticals and agrochemicals, chemists in life science industry require access to mild robust synthetic methodologies systematically modify chemical structures, explore novel space, enable efficient synthesis. this context, photocatalysis has emerged as a powerful technology for synthesis complex often highly functionalized molecules. This Review aims summarize published contributions field from industry, including research industrial-academic partnerships. An overview developed strategic applications synthesis, peptide functionalization, isotope labeling, both DNA-encoded traditional library is provided, along with summary state-of-the-art photoreactor effective upscaling photocatalytic reactions.

Language: Английский

Citations

292

The merger of decatungstate and copper catalysis to enable aliphatic C(sp3)–H trifluoromethylation DOI
Patrick Sarver, Vlad Bacauanu, Danielle M. Schultz

et al.

Nature Chemistry, Journal Year: 2020, Volume and Issue: 12(5), P. 459 - 467

Published: March 16, 2020

Language: Английский

Citations

288

Radical philicity and its role in selective organic transformations DOI

Faeze Parsaee,

Milinda C. Senarathna, Prashansa B. Kannangara

et al.

Nature Reviews Chemistry, Journal Year: 2021, Volume and Issue: 5(7), P. 486 - 499

Published: June 22, 2021

Language: Английский

Citations

284

C–H functionalization reactions enabled by hydrogen atom transfer to carbon-centered radicals DOI Creative Commons
Sumon Sarkar, Kelvin Pak Shing Cheung, Vladimir Gevorgyan

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(48), P. 12974 - 12993

Published: Jan. 1, 2020

Intramolecular and intermolecular HAT to C-centered radicals enables selective C–H functionalization of organic molecules.

Language: Английский

Citations

274

Selective C(sp3)−H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow DOI Creative Commons
Gabriele Laudadio, Sebastian Govaerts, Ying Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 57(15), P. 4078 - 4082

Published: Feb. 16, 2018

A mild and selective C(sp

Language: Английский

Citations

223

Polyoxometalate Photocatalysis for Liquid-Phase Selective Organic Functional Group Transformations DOI
Kosuke Suzuki,

Noritaka Mizuno,

Kazuya Yamaguchi

et al.

ACS Catalysis, Journal Year: 2018, Volume and Issue: 8(11), P. 10809 - 10825

Published: Oct. 8, 2018

Polyoxometalates (POMs), which are anionic metal oxide clusters, have recently attracted considerable attention as photocatalysts because of their unique photoinduced charge-transfer properties, redox acid–base and reactivities. In this Review, we present a summary recent developments in POM photocatalysis for organic synthesis. Various functional group transformations can be selectively induced by photoirradiation the presence catalytic amounts suitably designed POMs. particular, many liquid-phase based on activation substrates decatungstate been reported. However, requires irradiation with UV light large energy gaps between O2–-based highest occupied molecular orbitals (HOMOs) W6+-based lowest unoccupied (LUMOs) therein. strategies developed efforts to utilize visible light, including hybridization photosensitizers, substitution, coordination ligands (substrates) at vacant sites lacunary We also here an overview our work development visible-light-responsive catalysts HOMO- LUMO-engineering both oxidation reduction substrates, amines, alcohols, nitroarenes, sulfides, sulfoxides, pyridine N-oxides.

Language: Английский

Citations

219