Cu(ii)-catalyzed domino construction of spironaphthalenones by dearomatization of β-naphthols and using N,N-dimethylaminoethanol as a C1 synthon

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(15), С. 3101 - 3104

Опубликована: Янв. 1, 2023

Herein, a Cu(II)-catalyzed facile construction of synthetically valuable spiro compounds from β-naphthols in air is reported, which N,N-dimethylaminoethanol (DMEA) serves as an efficient and unique C1 synthon. This transformation proceeds through ortho-quinone methide (o-QM) formation/Michael addition/dearomatization sequence, affording various spiro(naphthalenenaphtho)furan-2-ones moderate to excellent yields.

Язык: Английский

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Self-driven electrochemical system using solvent-regulated structural diversity of cadmium(II) metal–organic frameworks

Journal of Colloid and Interface Science, Год журнала: 2024, Номер 662, С. 953 - 961

Опубликована: Фев. 16, 2024

Язык: Английский

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Iron-Catalyzed Csp²–Csp³ Cross-Coupling via Double Decarboxylation: One Step Synthesis of Remote Polar Alkenes

Organic Letters, Год журнала: 2024, Номер 26(10), С. 2029 - 2033

Опубликована: Март 4, 2024

Herein, we report an efficient photoinduced iron-catalyzed strategy for cross-couplings of alkyl carboxylic and acrylic acids, which provides a powerful tool the synthesis variety alkenes with polar functional groups. This novel synthetic methodology can also be applied to preparation ketones by using α-keto acids. Mechanistic experiments revealed preliminary mechanistic details. Diverse functionalization could achieved, may help streamline complex analogues drug discovery.

Язык: Английский

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Recent advances in paired electrolysis and their application in organic electrosynthesis

Current Opinion in Electrochemistry, Год журнала: 2023, Номер 43, С. 101425 - 101425

Опубликована: Ноя. 20, 2023

Язык: Английский

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Cyclization of Azobenzenes Via Electrochemical Oxidation Induced Benzylic Radical Generation

Organic Letters, Год журнала: 2023, Номер 25(32), С. 5978 - 5983

Опубликована: Авг. 7, 2023

An electrochemical oxidation-induced cyclization of ortho-alkyl-substituted azobenzenes has been developed. The direct benzylic C-H functionalization with respect to could proceed in the absence any catalyst or external chemical oxidant afford a number 2H-indazole derivatives moderate good yields. This protocol enables reuse byproduct same 2H-indazoles, thus significantly reducing pollution discharge synthetic chemistry.

Язык: Английский

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Electrochemical synthesis and transformation of organoboron compounds

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(13), С. 3361 - 3377

Опубликована: Янв. 1, 2023

This review highlights the recent advances in both electrochemical borylation and hydroboration to synthesize organoboron compounds transformation of construct carbon–carbon carbon–heteroatom bonds.

Язык: Английский

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Electrochemical Oxidative Dibrominative Cyclization of 1,n-Enynes with Hypervalent Iodoarene Intermediates Utilizing Recyclable Bromine Ionic Liquids

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 5, 2025

An electrochemical approach with iodoarene as a mediator using recyclable ionic liquids to achieve dibromonative cyclization of 1,n-enynes has been reported. With bromine sources, in situ generation iodine(III) compounds through oxidation cyclization, variety heterocyclic frameworks containing both vinyl and alkyl bromide groups had obtained high yields good selectivity.

Язык: Английский

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Electrochemical Post-Ugi Cyclization for the Synthesis of Highly Functionalized Spirolactams

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13977 - 13994

Опубликована: Сен. 11, 2023

The combination of the Ugi reaction and electro-organic synthesis can aid in creation novel heterocycles that have not been previously explored. In this study, a new strategy utilizing bis-amides from has developed, which produce C–S, C–Se, C–C═O functionalized five-membered spirolactams mediated by electricity under catalyst- metal-free conditions. Notably, approach be applied using microelectro-flow reactor (μ-EFR) for gram-scale synthesis. described synthesize complex azaspiro-fused tricyclic scaffolds with high diastereo- regioselectivity, highlighting its versatility potential.

Язык: Английский

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Selective Electrochemical Halogenation of Functionalized Quinolone

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 12958 - 12970

Опубликована: Авг. 24, 2023

This work describes an effective C3–H halogenation of quinoline-4(1H)-ones under electrochemical conditions, in which potassium halides serve as both halogenating agents and electrolytes. The protocol provides expedient access to different halogenated with unique regioselectivity, broad substrate scope, gram-scale synthesis employing convenient, environmentally friendly electrolysis, undivided cell. Mechanism studies have shown that halogen radicals can promote the activation N–H bonds quinolones.

Язык: Английский

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Transition-Metal-Free, Reductive Csp²–Csp³ Bond Constructions via Electrochemically Induced Alkyl Radicals

Organic Letters, Год журнала: 2024, Номер 26(3), С. 763 - 768

Опубликована: Янв. 16, 2024

Construction of the Csp2–Csp3 bond without aid transition metal catalysts has been achieved by coupling electrogenerated alkyl radicals with electron deficient (hetero)arenes in an undivided cell. Simultaneous cathodic reduction both unactivated halides and cyanobenzenes under high potential enables radical–radical cross-coupling to deliver alkylarenes absence metals. Depending on partner, can also proceed Minisci-type reaction N-heteroarenes redox agents.

Язык: Английский

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