Recent advances in acyl radical enabled reactions between aldehydes and alkenes

Chemical Communications, Год журнала: 2021, Номер 57(50), С. 6111 - 6120

Опубликована: Янв. 1, 2021

Acyl radical enabled reactions between aldehydes and alkenes.

Язык: Английский

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The advent of electrophilic hydroxylamine-derived reagents for the direct preparation of unprotected amines

Chemical Communications, Год журнала: 2022, Номер 58(72), С. 9991 - 10003

Опубликована: Янв. 1, 2022

Electrophilic aminating reagents have seen a renaissance in recent years as effective nitrogen sources for the synthesis of unprotected amino functionalities.

Язык: Английский

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Transition-metal-free three-component acetalation-pyridylation of alkenes via photoredox catalysis

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Год журнала: 2022, Номер 43(3), С. 571 - 583

Опубликована: Фев. 2, 2022

Язык: Английский

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Catalytic Enantioselective Aminative Difunctionalization of Alkenes

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(10), С. 7029 - 7038

Опубликована: Март 1, 2024

Enantioselective difunctionalization of alkenes offers a straightforward means for the rapid construction enantioenriched complex molecules. Despite tremendous efforts devoted to this field, enantioselective aminative remains challenge, particularly through an electrophilic addition fashion. Herein, we report unprecedented approach via copper-catalyzed with external azo compounds as nitrogen sources. A series valuable cyclic hydrazine derivatives either [3 + 2] cycloaddition or intramolecular cyclization have been achieved in high chemo-, regio-, enantio-, and diastereoselectivities. In transformation, wide range functional groups, such carboxylic acid, hydroxy, amide, sulfonamide, aryl could serve nucleophiles. Importantly, new cyano oxazoline chiral ligand was found play crucial role control enantioselectivity.

Язык: Английский

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Rhodium-Catalyzed Difunctionalization of Alkenes Using Cyclic 1,3-Dicarbonyl-Derived Iodonium Ylides

Organic Letters, Год журнала: 2024, Номер 26(9), С. 1886 - 1890

Опубликована: Фев. 28, 2024

Herein, we introduce an iodonium ylide strategy to achieve novel α-alkylation of cyclic 1,3-dicarbonyls through harnessing C(sp3)–Rh species generated from 5-exo-trig cyclization provide rapid access molecular hybridization medically important isoindolin-1-ones and readily available substrates. This approach features mild conditions, good yield, excellent functional group tolerance, the simultaneous formation two new chemical bonds one stereogenic center. Moreover, hydroxyl resulting product provides a handle for downstream transformations. Importantly, also demonstrate this can be achieved in one-pot manner. A complex was prepared proved key intermediate.

Язык: Английский

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Copper-Catalyzed Selective Amino-alkoxycarbonylation of Unactivated Alkenes with CO

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Фев. 17, 2025

1,2-Amino-difunctionalization reactions of alkenes allow the efficient introduction different functional groups and rapid construction valuable functionalized amines. In this respect, we report a copper-catalyzed 1,2-amino-alkoxycarbonylation unactivated with CO alkylamine precursors in presence Lewis acid additive. The novel protocol allows direct access to β-amino derivatives from easily available starting materials. presented methods feature high chemo- regioselectivities, good group tolerance, substrate scope including diverse bioactive compounds drug-like molecules. Mechanistic studies indicate that additive is key realizing umpolung addition nucleophilic aminyl radicals electron-rich alkenes, which represents an elegant activation strategy for radicals.

Язык: Английский

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A novel two-step modification of TiO2 nanoparticles for PAN fibers with enhanced mechanical strength, UV shielding and antibacterial properties

Applied Surface Science, Год журнала: 2025, Номер unknown, С. 163156 - 163156

Опубликована: Апрель 1, 2025

Язык: Английский

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Recent Advances in Mono‐ and Difunctionalization of Unactivated Olefins

Asian Journal of Organic Chemistry, Год журнала: 2021, Номер 10(12), С. 3201 - 3232

Опубликована: Ноя. 5, 2021

Abstract Olefins are synthetically useful building blocks in modern organic synthesis. Direct functionalization of olefins; represent one the most explored transformations synthetic chemistry due to their easy availability and reactivity towards large number reactants affording diverse range compounds. In recent times, development new protocols for olefins is a growing realm. A plethora olefin methodologies have been reported literature through ionic free radical mechanisms including single electron transfer (SET) last two decades. This review gives an overview mono‐ difunctionalization unactivated olefins, with emphasis on mechanistic details.

Язык: Английский

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A Counterion/Ligand-Tuned Chemo- and Enantioselective Copper-Catalyzed Intermolecular Radical 1,2-Carboamination of Alkenes

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(39), С. 18081 - 18089

Опубликована: Сен. 26, 2022

The copper-catalyzed enantioselective intermolecular radical 1,2-carboamination of alkenes with readily accessible alkyl halides is an appealing strategy for producing chiral amine scaffolds. challenge arises from the easily occurring atom transfer addition between and issue enantiocontrol. We herein describe a alkene sulfoximines in highly chemo- manner. key to success this process conceptual design counterion/highly sterically demanded ligand coeffect promote exchange copper(I) forge C–N bonds radicals copper(II) complex. reaction covers bearing distinct electronic properties, such as aryl-, heteroaryl-, carbonyl-, aminocarbonyl-substituted ones, various precursors, including chlorides, bromides, iodides, CF3 source. Facile transformations deliver many building blocks interest organic synthesis related areas.

Язык: Английский

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Recent Advances in 1,2‐Amino(hetero)arylation of Alkenes

Chemistry - An Asian Journal, Год журнала: 2022, Номер 17(12)

Опубликована: Апрель 23, 2022

Alkene amino(hetero)arylation presents a highly efficient and straightforward strategy for direct installation of amino groups heteroaryl rings across double bond simultaneously. An extensive array practical transformations has been developed via alkene difunctionalization approach to access broad range medicinally valuable (hetero)arylethylamine motifs. This review recent progress in 1,2-amino(hetero)arylation alkenes organized three different modes. First, intramolecular employing C, N-tethered will be introduced. Next, two-component reactions discussed with combination precursors, external aryl precursor, C-tethered amine or reagents, alkenes. Last, three-component intermolecular covered.

Язык: Английский

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