Recent Advances in Electrochemical Chalcogen (S/Se)‐Functionalization of Organic Molecules

ChemElectroChem, Год журнала: 2019, Номер 6(24), С. 5928 - 5940

Опубликована: Окт. 30, 2019

Abstract Achieving advances in the development of clean and efficient synthetic routes has become an important aim research. In recent years, search for new sustainable methodologies, notably environmentally benign procedures, gained attention scientific community. Electrosynthesis is a tool that been extensively studied due to its potential application chemical transformations it adheres principles green chemistry. Organochalogen compounds form class molecules, since many them have properties can be applied medicine materials science. Thus, herein we provide comprehensive updated overview covering electrochemical C(sp 2 )−H bond chalcogenation activated arenes heterocycles as well through oxidative cross‐coupling reactions chalcogen‐functionalization alkenes/alkynes. The scope, limitations, mechanisms are described discussed, detailing fundamental aspects benefits electrochemistry organic compounds. content this Minireview demonstrates possible improve existing obtain processes more line with current environmental protection aims. reader will also find discussion on applying electrosynthesis assembly operation electrolytic cell.

Язык: Английский

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Light‐Mediated Seleno‐Functionalization of Organic Molecules: Recent Advances

The Chemical Record, Год журнала: 2021, Номер 21(10), С. 2739 - 2761

Опубликована: Март 3, 2021

Organoselenium compounds constitute an important class of substances with applications in the biological, medicinal and material sciences as well modern organic synthesis, attracting considerable attention from scientific community. Therefore, construction C-Se bond via facile, efficient sustainable strategies to access complex scaffolds simple substrates are appealing hot topic. Visible light can be regarded alternative source energy is associated environmentally-friendly processes. Recently, use visible-light mediated seleno-functionalization has emerged ideal powerful route obtain high-value selenylated products, diminished cost waste. This approach, involving photo-excited substrates/catalyst single-electron transfer (SET) between presence visible been successfully used versatile direct insertion organoselenium moieties activated unactivated C(sp3 )-H, C(sp2 C(sp)-H bonds C-heteroatom bonds. In most cases, ease operation accessibility (LEDs or commercial CFL bulbs) makes this approach more attractive than traditional strategies.

Язык: Английский

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An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- and oxidant-free conditions

Green Chemistry, Год журнала: 2020, Номер 22(5), С. 1559 - 1564

Опубликована: Янв. 1, 2020

Various aryl seleno/thiocyanates have been synthesized via the electrochemical deborylative seleno/thiocyanation of arylboronic acids under ambient conditions.

Язык: Английский

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Diorganyl diselenides: a powerful tool for the construction of selenium containing scaffolds

Dalton Transactions, Год журнала: 2021, Номер 50(37), С. 12764 - 12790

Опубликована: Янв. 1, 2021

Organoselenium compounds find versatile applications in organic synthesis, materials and ligand chemistry.

Язык: Английский

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Cu-catalysed Chan–Lam synthesis of unsymmetrical aryl chalcogenides under aqueous micellar conditions

Green Chemistry, Год журнала: 2023, Номер 25(7), С. 2782 - 2789

Опубликована: Янв. 1, 2023

Herein, we report a green and sustainable Cu-catalysed Chan–Lam oxidative protocol for the synthesis of (hetero)aryl selenides/sulfides from diorganyl dichalcogenides boronic acids in an aqueous micellar medium.

Язык: Английский

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Recent advances in selective mono-/dichalcogenation and exclusive dichalcogenation of C(sp²)–H and C(sp³)–H bonds

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 22(4), С. 645 - 681

Опубликована: Дек. 23, 2023

Organochalcogen compounds are prevalent in numerous natural products, pharmaceuticals, agrochemicals, polymers, biological molecules and synthetic intermediates. Direct chalcogenation of C-H bonds has evolved as a step- atom-economical method for the synthesis chalcogen-bearing compounds. Nevertheless, direct severely lags behind C-C, C-N C-O bond formations. Moreover, compared with monochalcogenation, reports selective mono-/dichalcogenation exclusive dichalcogenation relatively scarce. The past decade witnessed significant advancements various C(sp

Язык: Английский

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Silver-catalyzed direct selanylation of indoles: synthesis and mechanistic insights

RSC Advances, Год журнала: 2023, Номер 13(2), С. 914 - 925

Опубликована: Янв. 1, 2023

Herein we describe the Ag(i)-catalyzed direct selanylation of indoles with diorganoyl diselenides. The reaction gave 3-selanylindoles high regioselectivity and also allowed access to 2-selanylindoles when C3 position indole ring was blocked

Язык: Английский

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Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

Asian Journal of Organic Chemistry, Год журнала: 2020, Номер 10(1), С. 91 - 128

Опубликована: Ноя. 27, 2020

Abstract This review article deals with organic synthesis from the perspective of selenium‐77 nuclear magnetic resonance (NMR) spectroscopy. Different types reactions are briefly discussed, incorporating mechanism aspects through 77 Se NMR observable intermediates and by‐products. The experiments demonstrated in terms structural characterization new insights for reactions. ability to visualize different molecules a reaction mixture provides facile versatile route development synthetic organoselenium compounds. Thus, describes strategies accomplished mainly past five years syntheses applications compounds, focusing on

Язык: Английский

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Transition metal catalysed direct sulfanylation of unreactive C–H bonds: an overview of the last two decades

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(31), С. 6072 - 6177

Опубликована: Янв. 1, 2022

Transition metal catalysed C–S bond formation from unreactive C–H bonds is a remarkable tool in the late-stage functionalization of complex molecules. This review highlights significant advances and mechanistic analyses last two decades.

Язык: Английский

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Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Scientific Reports, Год журнала: 2025, Номер 15(1)

Опубликована: Апрель 16, 2025

This is the first report for C-Se bond formation involving reaction of aryl halides with arylboronic acid and selenium powder to synthesis unsymmetrical diaryl selenides in presence CuI as a homogeneous catalyst. A wide range react various substituted groups under optimal conditions provide desired good high yields. Also, same reactions were investigated M-MCF@Gua-Cu reusable magnetic nanocatalyst conditions. The catalyst allows simpler (easy work-up) greener methodology. In addition, advantages presented method include use acid/Se safe cost-effective arylselenating system, simplicity operation, green cheap solvent.

Язык: Английский

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