Synthesis of functionalized quinolines from the cascade reactions of N-aryl amidines with two CF₃-ynones via C–H/N–H/C–N/C–C bond cleavage

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(7), С. 1917 - 1923

Опубликована: Янв. 1, 2024

We present a novel synthesis of CF 3 - and alkynyl-substituted quinoline derivatives based on Rh( iii )-catalyzed cascade reactions N -aryl amidines with two -ynones. Then, some products are transformed into polycyclic -benzo[ k ]phenanthridines through an intramolecular annulation reaction.

Язык: Английский

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Synthesis of 1,7-Fused Indolines Tethered with Spiroindolinone Based on C–H Activation Strategy with Air as a Sustainable Oxidant

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(3), С. 1880 - 1897

Опубликована: Янв. 22, 2024

Herein, we present an efficient synthesis of 1,7-fused indolines tethered with a spiroindolinonyl moiety through the cascade reaction indolin-1-yl(aryl)methanimines diazo oxindoles. To best our knowledge, this is first example in which indoline skeleton was constructed along simultaneous introduction spiro element initiated by C–H bond activation indoline. In forming title product, substrate and coupling partner demonstrated unprecedented pattern latter acts as C1 synthon to participate construction spirocyclic scaffold reductive elimination key seven-membered Ru(II) species using air effective sustainable oxidant regenerate active catalyst. Moreover, studies on cytotoxicity selected products against several human cancer cell lines their potential lead compounds for development anticancer drugs. With notable features such simple economical substrates, pharmaceutically valuable sophisticated skeleton, mild conditions, cost-free oxidants, high efficiency, excellent compatibility diverse functional groups, scalability, method expected find wide applications related areas.

Язык: Английский

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Synthesis of Indenone-Fused Pyran Derivatives from Aryl Enaminones and Cyclopropenones through Unsymmetrical Relay C–H Bond Activation and Double C–C/C–O Bond Formation

Organic Letters, Год журнала: 2024, Номер 26(31), С. 6602 - 6607

Опубликована: Июль 30, 2024

Presented herein is a novel synthesis of indenone-fused pyran derivatives via the cascade reactions aryl enaminones with cyclopropenones. The formation products involves one-pot procedure consisting C–H bond and enamine functionalization along C–C cleavage cyclopropenone 1,3-rearrangement in situ-formed allylic alcohol moiety followed by intramolecular O-nucleophilic addition Me2NH elimination. To our knowledge, this first simultaneous both indenone scaffolds through concurrent unsymmetrical relay activation double C–C/C–O formation. Moreover, usefulness method further showcased its suitability for large-scale synthetic scenarios diverse transformations products.

Язык: Английский

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Unsymmetrical relay C–H alkenylation and [2 + 2] cycloaddition ofN-arylsydnones with allenyl acetates leading to quinoline-fused cyclobutanes

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(5), С. 1191 - 1197

Опубликована: Янв. 1, 2023

In this paper, we present a direct, effective and atom-economical access toward quinoline-fused cyclobutane derivatives through Rh( iii )-catalyzed cascade reactions of N -arylsydnones with allenyl acetates.

Язык: Английский

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Synthesis of homophthalimide spironaphthalenones through [5 + 1] spiroannulation of aryl/alkenyl enaminones with diazo homophthalimides

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(17), С. 4282 - 4288

Опубликована: Янв. 1, 2023

Presented herein is a novel synthesis of homophthalimide spironaphthalenones from the cascade reaction enaminones with diazo homophthalimides.

Язык: Английский

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Synthesis of CF₃–Isoquinolinones and Imidazole-Fused CF₃–Isoquinolinones Based on C–H Activation-Initiated Cascade Reactions of 2-Aryloxazolines

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10180 - 10196

Опубликована: Июль 4, 2024

Presented herein are novel syntheses of CF

Язык: Английский

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Catalytic C H activation-initiated transdiannulation: An oxygen transfer route to ring-fluorinated tricyclic γ-lactones

Chinese Chemical Letters, Год журнала: 2024, Номер 35(9), С. 109494 - 109494

Опубликована: Янв. 6, 2024

Язык: Английский

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Synthesis of CF₃-Substituted N-Heterocyclic Compounds Based on C–H Activation-Initiated Formal [2 + 3] Annulation Featuring with a Latent Nucleophilic Site

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(11), С. 7828 - 7842

Опубликована: Май 22, 2024

Presented herein is a novel synthesis of CF

Язык: Английский

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Divergent synthesis of pyrrolizine derivatives through C−H bond functionalization of pyrroles

Chemical Communications, Год журнала: 2024, Номер 60(51), С. 6536 - 6539

Опубликована: Янв. 1, 2024

Presented herein is the synthesis of diversely functionalized pyrrolizines from reaction

Язык: Английский

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Experimental and computational journey on transition-metal-catalyzed C H functionalization with fluorinated π-systems

Coordination Chemistry Reviews, Год журнала: 2024, Номер 522, С. 216244 - 216244

Опубликована: Сен. 24, 2024

Язык: Английский

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