Recent Advances in Visible-Light-Promoted Copper Catalysis in Organic Reactions

Xiong, Yan; Li, Sijia; Xiao, Haijing; Zhang, Guozhu

doi:10.1055/a-1533-3597

Cited by 17 publications

(6 citation statements)

References 52 publications

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“…This unique activation mode has provided access to diverse highly reactive radical intermediates under mild conditions, thus enabling access to numerous transformations that are otherwise inaccessible under thermal conditions. Building upon the unique activation modes of photoredox catalysis and the well-established redox properties and catalytic activities of copper catalysts, cooperative photoredox and copper catalysis have also emerged as a powerful platform for inventing radical-mediated transformations. , …”

Section: Photoinduced Copper-promoted Radical-mediated C–o Bond Forma...mentioning

confidence: 99%

Emerging Trends in Copper-Promoted Radical-Involved C–O Bond Formations

2023

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The C−O bond is ubiquitous in biologically active molecules, pharmaceutical agents, and functional materials, thereby making it an important functional group. Consequently, the development of C−O bond-forming reactions using catalytic strategies has become an increasingly important research topic in organic synthesis because more conventional methods involving strong base and acid have many limitations. In contrast to the ionic-pathway-based methods, copper-promoted radical-mediated C− O bond formation is experiencing a surge in research interest owing to a renaissance in free-radical chemistry and photoredox catalysis. This Perspective highlights and appraises state-of-the-art techniques in this burgeoning research field. The contents are organized according to the different reaction types and working models.

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Section: Photoinduced Copper-promoted Radical-mediated C–o Bond Forma...mentioning

confidence: 99%

Emerging Trends in Copper-Promoted Radical-Involved C–O Bond Formations

2023

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“…In case of gold catalyst, Au Despite the unprecedented exploration of copper catalyzed methodologies under traditional thermal conditions, there has been little contribution under visible-light systems. [41] In 2017 Lui and his co-worker developed a visible-light-driven copper-catalyzed synthesis of 2-aminothiazoles 66 from vinyl azide 64 and ammonium thiocyanate 65 (Scheme 25). [42] Loading of 10 mol% Cu(OAc) 2 was found to be optimal, giving the product 66 with maximum yield of 95%.…”

Section: Radical Mediated Annulationmentioning

confidence: 99%

Visible Light Induced Difunctional Hetero‐Annulation of Unsaturated C−C Bonds

Samanta,

Debnath,

Pratim Mondal

et al. 2023

Adv Synth Catal

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Heterocyclic scaffolds are beneficial structural architects in a wide range of pharmaceuticals, agrochemicals, biological and also functional materials. In this regard, several investigations have been performed to synthesize them. Among these, visible light‐induced difunctionalization cyclization strategy provides attractive solutions by adopting greener routes, breaking the monopoly of conventional thermal processes. A review on these methodologies is also desirable as unsaturated aliphatics, especially alkenes are one of the cheapest feedstocks available. They offer diverse options and modifications to generate different products, including heterocycles, which are highly sought after due to their applications in various sectors. To account for the advancements in this strategy, we summarized the visible light induced difunctionalization strategies that directly lead to the synthesis of heterocyclic scaffolds from unsaturated C‐C bonds. We have categorized the relevant reaction schemes into three mechanistically distinct sections namely (i) Two component oxidative annulations (ii) Radical mediated annulations (iii) Polar radical crossover annulations and (iv) Three component oxidative annulations.

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“…13 In this context, copper( i )-based photocatalysts have emerged as attractive alternatives to organic dyes, iridium or ruthenium photocatalysts due to their characteristics of low cost and low toxicity. 14 In continuation of our studies of sulfur chemistry and visible-light-induced photoredox catalysis, 15 herein we wish to report a visible light-induced method for the synthesis of aryl alkyl thioethers from arylsulfonium salts and O -silyl enol ethers using (Cu[(dpp)(DPEphos)]Br as the photocatalyst (Scheme 2e).…”

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confidence: 99%