Chromium Catalyzed Sustainable C-C and C-N Bond Formation: C-Alkylation and Friedländer Quinoline Synthesis Using Alcohols DOI

Vaishnavi Atreya,

Sachin Jalwal, Subrata Chakraborty

и другие.

Dalton Transactions, Год журнала: 2024, Номер 54(3), С. 1212 - 1221

Опубликована: Ноя. 18, 2024

A complex of earth-abundant chromium mediates C–C and C–N bond formation via alcohol dehydrogenation, forming C -alkylated ketones secondary alcohols, as well quinoline synthesis by a modified Friedländer reaction.

Язык: Английский

Two 1-D, 2-D, and 3-D silver(I) complexes: crystallography, spectroscopy, bacteriostatic activity studies and TD/DFT calculation, Hirshfeld surface analysis DOI

Lan‐Qin Chai,

Tiantian Chen, Xiang Huang

и другие.

Journal of Molecular Structure, Год журнала: 2025, Номер unknown, С. 141972 - 141972

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

1

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

Clinton Savarimuthu Selvan,

Veerappan Tamilthendral, Rengan Ramesh

и другие.

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

Процитировано

1

Ruthenium(II)-Catalyzed Synthesis of N-Heterocycles via Ac-ceptorless Dehydrogenative Condensation DOI
Chong Zhang, Bowen Hu, Dafa Chen

и другие.

Journal of Organometallic Chemistry, Год журнала: 2025, Номер 1029, С. 123545 - 123545

Опубликована: Янв. 31, 2025

Язык: Английский

Процитировано

0

NNN-Ru complexes catalyzed β-methylation of alcohols using methanol via borrowing hydrogen approach DOI

Mengxuan Bai,

Ziying Zhong, Zhiqiang Hao

и другие.

Journal of Catalysis, Год журнала: 2025, Номер unknown, С. 116026 - 116026

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0

A Comprehensive Investigation of Diverse Synthetic Methodologies for Constructing Quinoline Frameworks: A Critical Overview DOI Open Access
Nagesh Dhanaji Chavan,

Balamurugan Shanmugavel,

Yasinalli Tamboli

и другие.

ChemistrySelect, Год журнала: 2025, Номер 10(10)

Опубликована: Март 1, 2025

Abstract Recently, quinoline has emerged as a critical heterocyclic structure, attracting attention for its diverse industrial and synthetic organic chemistry applications. This compound is essential developing novel lead compounds in drug discovery extensively studied therapeutic derivatives medicinal chemistry. An extensive body of literature details the methodologies synthesizing this key scaffold functionalization to enhance biological efficacy. Numerous synthesis protocols have been documented, highlighting significance ongoing chemical research. These include various strategies, such transition metal‐catalyzed reactions environmentally sustainable processes, which are crucial constructing functionalizing derivatives. review aims systematically examine procedures findings, addressing limitations these pathways their environmental impacts. Additionally, curated selection quinolines will be presented.

Язык: Английский

Процитировано

0

Polyoxometalate Catalysis under Alkaline Conditions: Self-Assembly of Lanthanum Ion-Doped Steady Polyoxophosphitemolybdates for Quinazoline Synthesis DOI

Mei-Qian Fu,

Yu Xiong,

Wei‐Dong Yu

и другие.

Inorganic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Июнь 5, 2025

The convenient and effective catalytic synthesis of quinazolines holds considerable significance due to their high economic value, designing a cluster-type alkali-resisting catalyst such as polyoxometalates (POMs) still poses significant challenge. Herein, three lanthanum ion-doped steady polyoxophosphitemolybdates with the formulas [CH3NH3]6{La(H2O)3Na[Mo6O12(OH)3(HPO3)4]2}·10H2O (1), [CH3NH3]2{La(H2O)[Mo6O12(OH)3(HPO3)4]}·8H2O (2), [CH3NH3]5{La2(H2O)8Na[Mo6O12(OH)3(HPO3)3 (PO4)]2}·16H2O (3) were synthesized by using HPO32- template. Structural analysis revealed that 1 forms three-dimensional structure through connection La3+ an hourglass-shaped {Na[P4Mo6O27]2} unit. 2 porous channel same {P4Mo6O27} building block. When synthetic microenvironment was adjusted changing type reducing agent, some hypophosphite in units oxidized, thereby altering structure, compound 3 formed. All compounds are alkali-resistant catalytically active toward conversion 2-aminobenzyl alcohol benzonitrile into 2-phenylquinazoline, achieves best yield 91.7%, which is much better than those classic Keggin {PMo12} inorganic CaMoO4, indicating synergistic effect Mo La centers. Also, exhibits good activity reliability catalyzing reactions different substrates.

Язык: Английский

Процитировано

0

Nickel–PNN catalysed sustainable synthesis of polysubstituted quinolines under microwave irradiation DOI
Manali A. Mohite, Sonu Sheokand, Maravanji S. Balakrishna

и другие.

Catalysis Science & Technology, Год журнала: 2024, Номер 14(20), С. 5959 - 5969

Опубликована: Янв. 1, 2024

This manuscript describes the synthesis of triazolyl-pyridine-based pincer cationic and neutral nickel complexes their application in microwave-assisted quinolines.

Язык: Английский

Процитировано

2

Cu–ABNO Catalyst for the Synthesis of Quinolines and Pyrazines via Aerobic Double Dehydrogenation of Alcohols DOI
Shivali Hans,

Mohd Adham,

Manas Khatua

и другие.

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

Опубликована: Ноя. 28, 2024

In this report, a new imidazole- and amide-functionalized pincer-like Cu(II) complex (1) was synthesized characterized. By employing 1 9-azabicyclo[3.3.1]nonane NH-Oxyl (ABNOH), catalytic protocol for alcohol oxidation the subsequent oxidation-triggered synthesis of quinolines pyrazines were explored. Alcohols such as 2-aminoaryl alcohols also oxidized efficiently. As carbonyls from 2-arylaminobenzyl secondary are synthons quinolines, we explored their directly alcohols. The quite efficient completed reaction in only ∼5–10 h. Combinations (a) primary with or ketones (b) found to be very effective quinolines. successful various 1,2-diols 1,2-diaminobenzenes 10 Mechanistic investigations showed that generated acted an active catalyst: it activated O2 subsequently cooperation N-Oxyl (ABNO•) α-CH hydrogen coordinated alkoxide. Then, Cu(II)/Cu(I) reduction led formation carbonyl compounds, which via successive C–C/C–N coupling reactions resulted heterocycles presence KOtBu 1.

Язык: Английский

Процитировано

2

Potent pincer-zinc catalyzed homogeneous α-alkylation and Friedländer quinoline synthesis reaction of secondary alcohols/ketones with primary alcohols DOI
Debashis Jana, Sima Roy,

Srijita Naskar

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(31), С. 6393 - 6408

Опубликована: Янв. 1, 2024

Herein, we describe an air- and moisture-stable, homogeneous zinc catalyst stabilised using electron deficient N^N^N pincer-type ligand.

Язык: Английский

Процитировано

1

Recent Advances in Nonprecious Metal Catalysis DOI
David J. Bernhardson, Aran K. Hubbell, Robert A. Singer

и другие.

Organic Process Research & Development, Год журнала: 2024, Номер unknown

Опубликована: Дек. 7, 2024

As the field of nonprecious metal catalysis continues to expand, we pursue a review series covering selected transformations in this area over short time interval highlight practical advancements. We seek raise awareness both current art and need continue development toward broader applications earth-abundant metals chemical pharmaceutical industries.

Язык: Английский

Процитировано

1