Photoredox-Catalyzed C–H Functionalization Reactions

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1925 - 2016

Published: Sept. 29, 2021

The fields of C–H functionalization and photoredox catalysis have garnered enormous interest utility in the past several decades. Many different scientific disciplines relied on strategies including natural product synthesis, drug discovery, radiolabeling, bioconjugation, materials, fine chemical synthesis. In this Review, we highlight use reactions. We separate review into inorganic/organometallic catalysts organic-based catalytic systems. Further subdivision by reaction class─either sp2 or sp3 functionalization─lends perspective tactical for these methods synthetic applications.

Language: Английский

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Organic thermally activated delayed fluorescence (TADF) compounds used in photocatalysis

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(13), P. 7587 - 7680

Published: Jan. 1, 2021

Organic compounds that show Thermally Activated Delayed Fluorescence (TADF) have become wildly popular as next generation emitters in organic light-emitting diodes (OLEDs), but since 2016, received significant and increasing attention photocatalysts.

Language: Английский

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Site-Selective Direct C–H Pyridylation of Unactivated Alkanes by Triplet Excited Anthraquinone

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(7), P. 3003 - 3012

Published: Feb. 8, 2021

Site-selective C-H functionalization in chemical feedstocks is a challenging and useful reaction the broad field of research. Here, we report modular photochemical platform for site-selective pyridylation unactivated hydrocarbons via unique synergistic effects triplet excited anthraquinone an amidyl radical-based reverse hydrogen atom transfer (RHAT) agent. The selective tertiary secondary C(sp3)-H bonds abundant was achieved by employing various N-aminopyridinium salts highly fashion, thus providing new catalytic system direct construction high-value-added compounds under ambient conditions. Moreover, this operationally simple protocol applicable to variety linear-, branched-, cyclo-alkanes more complex molecules with high degrees site selectivity visible-light conditions, which provides rapid straightforward access versatile synthons upgrading mild, metal-free

Language: Английский

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External photocatalyst-free C-H alkylation of N-sulfonyl ketimines with alkanes under visible light

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(9), P. 108509 - 108509

Published: April 28, 2023

Language: Английский

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Organophotoelectrocatalytic C(sp²)–H alkylation of heteroarenes with unactivated C(sp³)–H compounds

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(42), P. 5502 - 5505

Published: Jan. 1, 2024

An organophotoelectrocatalytic method for the C(sp 2 )–H alkylation of heteroarenes with unactivated 3 compounds via dehydrogenation cross-coupling was developed.

Language: Английский

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Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF₂R group

Green Chemistry, Journal Year: 2020, Volume and Issue: 23(1), P. 575 - 581

Published: Dec. 10, 2020

A photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides has been developed.

Language: Английский

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Electrophotocatalytic C−H Functionalization of N‐Heteroarenes with Unactivated Alkanes under External Oxidant‐Free Conditions

ChemSusChem, Journal Year: 2021, Volume and Issue: 15(6)

Published: Dec. 30, 2021

The Minisci alkylation of N-heteroarenes with unactivated alkanes under external oxidant-free conditions provides an economically attractive route to access alkylated but remains underdeveloped. Herein, a new electrophotocatalytic strategy alkyl radicals from strong C(sp3 )-H bonds was reported for the following reactions in absence chemical oxidants. This realized first example cerium-catalyzed reaction directly abundant excellent atom economy. It is anticipated that general design principle would enrich catalytic strategies explore functionalizations H2 evolution.

Language: Английский

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Aliphatic C–H Functionalization Using Pyridine N-Oxides as H-Atom Abstraction Agents

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(16), P. 10499 - 10505

Published: Aug. 10, 2022

The alkylation and heteroarylation of unactivated tertiary, secondary, primary C(sp3)-H bonds was achieved by employing an acridinium photoredox catalyst along with readily available pyridine Noxides as hydrogen atom transfer (HAT) precursors under visible light. Oxygen-centered radicals, generated single-electron oxidation the Noxides, are proposed key intermediates whose reactivity can be easily modified structural adjustments. A broad range aliphatic C-H substrates electron-donating or -withdrawing groups well various olefinic radical acceptors heteroarenes were tolerated.

Language: Английский

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Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(8), P. 3056 - 3080

Published: Jan. 1, 2022

This critical review chronologically summarizes the metal-free coupling methodologies of C(sp 3 )–H sources with heteroarenes induced by visible light. The articles which are published up to January 2022 on this topic enclosed here.

Language: Английский

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Radical-mediated photoredox hydroarylation with thiosulfonate

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(19), P. 2767 - 2770

Published: Jan. 1, 2023

Radical-mediated photoredox hydroarylation reaction of unactivated alkenes using thiosulfonate compounds as key radical precursors to synthesize pyridyquinazolinone and pyrroloquinazolinone derivatives is described.

Language: Английский

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