Synthesis of Fluoren‐9‐ones via Pd‐Catalyzed Annulation of 2‐Iodobiphenyls with Vinylene Carbonate

Chemistry - An Asian Journal, Год журнала: 2023, Номер 19(4)

Опубликована: Ноя. 29, 2023

Abstract A palladium‐catalyzed reaction for intermolecular selective C−H cyclocarbonylation of 2 ‐ iodobiphenyls is described. Intriguingly, the vinylene carbonate acts as a carbon monoxide transfer agent to enable annulation reaction. Moreover, versatile synthon, fluoren‐9‐one can be transformed into variety functionalized organic molecules, such [1,1′‐biphenyl]‐2‐carboxylic acid, 1′ H ,3′ ‐spiro[fluorene‐9,2′‐perimidine] and N ‐tosylhydrazones.

Язык: Английский

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Unlocking the Potential: A Comprehensive Review for the Synthesis of Benzofuran Derivatives

Current Green Chemistry, Год журнала: 2023, Номер 11(1), С. 12 - 36

Опубликована: Ноя. 29, 2023

Abstract: Benzofuran, a versatile heterocyclic compound, has gained considerable attention in recent years due to its diverse biological activities, distinctive structural characteristics, broad synthetic approaches, and extensive applications. The growing potential inherent benzofuran encourages many researchers address the challenges of synthesis framework. This comprehensive review aims provide detailed overview advancements derivatives, highlighting innovative strategies, methodologies, significant breakthroughs field. methodologies are classified as metalcatalyzed routes, green-solvent-based microwave-assisted methods, catalyst-free solvent- free miscellaneous group routes. categorization provides an easy means for reader rationally select best possible method derivatives. In addition, it explores use different solvents catalysts synthesis, which serves valuable resource chemists, researchers, scientists involved pharmaceutical allied sciences. Overall, this scaffolds complies with all developments routes benzofuran, will be useful interested development new benzofuran-based molecules.

Язык: Английский

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Organocatalytic synthesis of δ-sultone-fused benzofurans by the tandem reaction of β-arylethenesulfonyl fluorides

Опубликована: Окт. 19, 2023

An organocatalytic annulative sulfur(VI)-fluoride exchange (SuFEx) reaction of β-arylethenesulfonyl fluorides has been reported. Under the catalysis 10 mmol% BTMG and molecular sieves 4Å, undergo Michael addition-intramolecular SuFEx click with benzofuran-3(2H)-ones to give δ-sultone-fused benzofurans in 76-99% yield. Using DBU coupled oxindoles produce indoles 81-85% In these reactions, 4Å act as efficient HF scavenger, which avoid using stoichiometric silicon additives bases. Importantly, density functional theory (DFT) calculations reveal that addition is a decisive speed step for reaction.

Язык: Английский

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The Indenyl Effect: Accelerated C−H Amidation of Arenes via Ind*Rh^III Nitrene Transfer Catalysis**

Angewandte Chemie, Год журнала: 2023, Номер 135(23)

Опубликована: Апрель 6, 2023

Abstract Investigations into C−H amidation reactions catalysed by cationic half‐sandwich d 6 metal complexes revealed that the indenyl‐derived catalyst [Ind*RhCl 2 ] significantly accelerated directed ortho of benzoyl silanes using 1,4,2‐dioxazol‐5‐ones. Ring slippage involving a haptotropic η 5 to 3 rearrangement indenyl complex proposedly enables ligand substitution at centre proceed via associative, rather than dissociative pathways, leading significant rate and yield enhancements. Intriguingly, this phenomenon appears specific for weakly coordinating carbonyl‐based directing groups with no acceleration observed corresponding strongly nitrogen‐based groups.

Язык: Английский

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Five-membered ring systems: furans and benzofurans

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 251 - 280

Опубликована: Янв. 1, 2023

Язык: Английский

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