Photo‐/Electrocatalytic Difunctionalization of Alkenes Enabled by C‐H Radical Functionalization

Chemistry - A European Journal, Год журнала: 2024, Номер 30(62)

Опубликована: Авг. 10, 2024

The difunctionalization of alkenes represents a powerful tool to incorporate two functional groups into the alkene bones for increasing molecular complexity and has been widely utilizations in chemical synthesis. Upon catalysis green, sustainable, mild photo-/electrochemistry technologies, much attentions have attracted development new tactics transformations important alkane feedstocks driven by C-H radical functionalization. Herein, we summarize recent advances photo-/electrocatalytic enabled We detailedly discuss substrate scope mechanisms reactions selecting impressive synthetic examples, which are divided four sections based on final terminated step, including oxidative radical-polar crossover coupling, reductive radical-radical transition-metal-catalyzed coupling.

Язык: Английский

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A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis

Beilstein Journal of Organic Chemistry, Год журнала: 2024, Номер 20, С. 2500 - 2566

Опубликована: Окт. 9, 2024

With the resurgence of electrosynthesis in organic chemistry, there is a significant increase number routes available for late-stage functionalization (LSF) drugs. Electrosynthetic methods, which obviate need hazardous chemical oxidants or reductants, offer unprecedented control reactions through continuous variation applied potential and possibility combination with photochemical processes. This capability substantial advantage performing electrochemical photoelectrochemical LSF. Ultimately, these protocols are poised to become vital component medicinal chemist's toolkit. In this review, we discuss that have been demonstrated be applicable LSF pharmaceutical drugs, their derivatives, natural substrates. We present analyze representative examples illustrate electrochemistry photoelectrochemistry valuable molecular scaffolds.

Язык: Английский

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Electrochemically Enabled Sulfoximido-Oxygenation of Alkenes with NH-Sulfoximines and Alcohols

Organic Letters, Год журнала: 2022, Номер 24(48), С. 8914 - 8919

Опубликована: Ноя. 28, 2022

An electrochemical oxidative sulfoximido-oxygenation of alkenes has been developed by using NH-sulfoximines and alcohols directly. This method proceeds regioselectively without metal catalysts external chemical oxidants shows broad substrate scope diverse functional group compatibility. Based upon the preliminary mechanism studies, N-centered sulfoximidoyl radicals were involved in this process.

Язык: Английский

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Synthesis of Unprotected β‐Arylethylamines by Iron(II)‐Catalyzed 1,2‐Aminoarylation of Alkenes in Hexafluoroisopropanol

Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(9)

Опубликована: Дек. 21, 2022

β-Arylethylamines are prevalent structural motifs in molecules exhibiting biological activity. Here we report a sequential one-pot protocol for the 1,2-aminoarylation of alkenes with hydroxylammonium triflate salts and (hetero)arenes. Unlike existing methods, this reaction provides direct entry to unprotected β-arylethylamines remarkable functional group tolerance, allowing key drug-oriented groups be installed two-step process. The use hexafluoroisopropanol as solvent combination an iron(II) catalyst proved essential reaching high-value nitrogen-containing molecules.

Язык: Английский

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Visible-light-driven three-component reductive 1,2-diarylation of alkenes

Chem Catalysis, Год журнала: 2023, Номер 3(5), С. 100619 - 100619

Опубликована: Май 1, 2023

Язык: Английский

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