Ruthenium–Hydride Complexes Facilitated Sustainable Synthesis of Isoxazolones via Acceptorless Dehydrogenative Annulation of Alcohols

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

Опубликована: Янв. 1, 2025

A streamlined strategy for the one-pot synthesis of isoxazolone analogues has been developed through an acceptorless dehydrogenative annulation (ADA) pathway by employing new Ru(II) hydride complexes as effective catalysts. New (C1–C3) tailored with N̂O chelating carbazolone benzhydrazone ligands were synthesized and their formation was confirmed using analytical spectral techniques including FT-IR NMR. The structural configuration featuring octahedral geometry around ion precisely determined single-crystal X-ray diffraction analysis. Further, catalytic efficacy titled established facile productive derivatives from a diverse range benzyl alcohols, methyl acetoacetate/ethyl benzoylacetate hydroxylamine hydrochloride, generating excellent yields up to 93% under well-suited mild conditions 1 mol % catalyst loading. sequence time-dependent control experiments unveiled ADA route, indicating initial generation 4-methoxy benzaldehyde intermediate followed 3-phenylisoxazol-5(4H)-one, accompanied release water hydrogen byproducts. Gram-scale compound indicates industrial relevance our synthetic strategy. short medicinally active androgen antagonist illustrates utility present protocol.

Язык: Английский

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Cumgmn Layered Double Hydroxide Acts as a Multifunctional Catalyst for the Efficient Synthesis of Quinolines Through Cascade Reactions

Опубликована: Янв. 1, 2025

Язык: Английский

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Syntheses of 2,4‐Substituted Quinazolines via One‐Pot Three‐Component Reactions Based on Manganese Dioxide/tert‐Butyl Hydrogen Peroxide Co‐Oxidation Using Alcohols

Journal of Heterocyclic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 25, 2024

ABSTRACT Quinazolines and their derivatives occur in various natural products pharmaceuticals, thus, methods of synthesizing quinazolines have been explored. They traditionally synthesized via two‐component reactions, but these strategies often suffer from the unavailability starting materials limited substrate scopes. To overcome problems, three‐component reactions using additional N sources were developed. Aldehydes initially used alcohols are greener less toxic than aldehydes. However, previously reported involving use require utilization transition metal catalysts, ultrahigh temperatures, extended durations. Thus, an efficient, practical method alcohol is desirable. A facile one‐pot utilizing alcohols, 2‐aminobenzoketones, ammonium acetate for first time, active MnO 2 tert ‐butyl hydrogen peroxide (TBHP) as synergistic oxidants. TBHP play dual roles: First, they oxidize to aldehyde then facilitate transformation intermediate into product. During oxidation, effect particularly evident. The aldehydes generated situ oxidation undergo immediate subsequent thereby minimizing volatilization side such polymerization.

Язык: Английский

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A TEMPO promoted tandem reaction of 2-aminobenzophenones and benzylamines under electrochemical conditions

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(10), С. 1983 - 1987

Опубликована: Янв. 1, 2024

This study describes the efficient synthesis of quinazolines promoted by TEMPO via electro-catalysis with 2-aminobenzophenones and benzylamines.

Язык: Английский

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NNO Pincer-Supported Pd(II)-Catalyzed Reductive N-Alkylation of Challenging Nitroarenes with Alcohols via Borrowing Hydrogen Strategy

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(16), С. 11161 - 11172

Опубликована: Июль 31, 2024

A sustainable catalytic synthesis of selective monoalkylated amines from nitroarenes and alcohols by new palladium(II)-NNO pincer-type complexes has been described. Herein, a series Pd(II) [Pd(NNO)PPh

Язык: Английский

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Six-membered ring systems: Diazines and benzo derivatives

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 355 - 393

Опубликована: Янв. 1, 2024

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Electrochemical Synthesis of Quinazolines: N–H/C(sp³)–H Coupling of o-Carbonyl Anilines with Amino Acids and Amines

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 11, 2024

A mild and efficient electrochemical protocol for the synthesis of quinazolines through N-H/C(sp

Язык: Английский

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Synthesis and structure of binuclear arene Ru(ii) N^O chelating complexes: synthesis of pyrimidinones via acceptorless dehydrogenative annulation using alcohols

New Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 9, 2024

Binuclear arene Ru( ii ) hydrazine complexes catalysed eco-friendly, selective and sustainable synthesis of bioactive pyrimidinones via acceptorless dehydrogenative annulation alcohols.

Язык: Английский

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