Visible light photocatalysis in the late-stage functionalization of pharmaceutically relevant compounds

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 50(2), P. 766 - 897

Published: Dec. 22, 2020

Recent developments and future prospects of visible-light photocatalysis in the late-stage functionalization pharmaceuticals natural bioactive compounds.

Language: Английский

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Contemporary synthetic strategies in organofluorine chemistry

Nature Reviews Methods Primers, Journal Year: 2021, Volume and Issue: 1(1)

Published: July 8, 2021

Language: Английский

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Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(7), P. 1500 - 1537

Published: Jan. 17, 2019

Abstract The selective incorporation of fluorinated motifs, in particular CF 2 FG (FG=a functional group) and H groups, into organic compounds has attrracted increasing attention since organofluorine molecules are the utmost importance areas nuclear imaging, pharmaceutical, agrochemical, material sciences. A variety synthetic approaches been employed late‐stage difluoroalkylation reactions. Visible light photoredox catalysis for production radicals provided a more sustainable alternative to other conventional radical‐triggered reactions from viewpoint safety, cost, availability, “green” chemistry. wide range difluoroalkylating reagents successfully implemented these transformations presence transition metal complexes or photocatalysts. In most cases, upon excitation via visible irradiation with fluorescent bulbs blue light‐emitting diode (LED) lamps, photocatalysts can act as both reductive oxidative quenchers, thus enabling application electron‐donor electron‐acceptor generation radicals. Subsequent radical addition substrates additional afford corresponding difluoroalkylated derivatives. present review describes distinct strategies metal‐ organic‐photocatalyzed broad by reported literature 2014. magnified image

Language: Английский

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Light-driven post-translational installation of reactive protein side chains

Nature, Journal Year: 2020, Volume and Issue: 585(7826), P. 530 - 537

Published: Sept. 23, 2020

Language: Английский

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Photo-/electrocatalytic functionalization of quinoxalin-2(1H)-ones

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2021, Volume and Issue: 42(11), P. 1921 - 1943

Published: Aug. 30, 2021

Language: Английский

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Visible-light-initiated tandem synthesis of difluoromethylated oxindoles in 2-MeTHF under additive-, metal catalyst-, external photosensitizer-free and mild conditions

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 32(6), P. 1907 - 1910

Published: Jan. 18, 2021

Language: Английский

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Phosphorus-mediated sp2–sp3 couplings for C–H fluoroalkylation of azines

Nature, Journal Year: 2021, Volume and Issue: 594(7862), P. 217 - 222

Published: April 28, 2021

Language: Английский

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Polypyridyl Ru(ii) or cyclometalated Ir(iii) functionalized architectures for photocatalysis

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(14), P. 4725 - 4754

Published: Jan. 1, 2023

The strategies of integrating the well-known photocatalysts Ru(N^N) 3 and Ir(C^N) 2 (X^N) derivatives into cavities well-defined architectures their photocatalytic properties are presented in this review.

Language: Английский

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Recent Advances in Electron Donor‐Acceptor (EDA)‐Complex Reactions involving Quaternary Pyridinium Derivatives

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(10), P. 1538 - 1564

Published: March 6, 2023

Abstract Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity the synthetic community. The application of transition metal or photoredox catalysis transforming quaternary into various C−C and C−X bonds is well established. A majority these methods require high temperatures, expansive catalysts, delicate conditions for successful execution. On other hand, use metal‐free photocatalysis‐free strategies constructing using derivatives has been sought‐after. In this context, electron‐donor‐acceptor (EDA)‐complex reactions emerged as a state‐of‐the‐art methodology, do not any photocatalyst their EDA‐complex photochemistry takes advantage electron‐acceptor ability derivatives, can quickly generate radical precursor via deaminative process. These newly generated useful several transformations. We hereby, review, discuss an area major progress mediated involving with mechanism, substrate scope, limitations. magnified image

Language: Английский

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Promoting Photocatalytic Direct C–H Difluoromethylation of Heterocycles using Synergistic Dual-Active-Centered Covalent Organic Frameworks

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(18), P. 12386 - 12394

Published: March 19, 2024

Difluoromethylation reactions are increasingly important for the creation of fluorine-containing heterocycles, which core groups in a diverse range biologically and pharmacologically active ingredients. Ideally, this typically challenging reaction could be performed photocatalytically under mild conditions. To achieve separation redox processes would required efficient generation difluoromethyl radicals reduction oxygen. A covalent organic framework photocatalytic material was, therefore, designed with dual reactive centers. Here, anthracene was used as site benzothiadiazole an oxidation site, distributed tristyryl triazine framework. Efficient charge ensured by superior electron-donating -accepting abilities centers, creating long-lived photogenerated electron–hole pairs. Photocatalytic difluoromethylation 16 compounds high yields remarkable functional group tolerance demonstrated; included bioactive molecules such xanthine uracil. The structure–function relationship dual-active-center photocatalyst investigated through electron spin resonance, femtosecond transient absorption spectroscopy, density theory calculations.

Language: Английский

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