Catalytic enantioselective [3+2] and [4+2]-annulation of cyclic N-sulfonyl ketimines with γ- or δ-hydroxy-α,β-unsaturated ketones

Chemical Communications, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A highly efficient asymmetric [3+2] and [4+2]-annulation of cyclic N -sulfonyl ketimines with γ- or δ-hydroxy-α,β-unsaturated ketones has been developed.

Язык: Английский

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Recent advances in the green synthesis of Betti bases and their applications: a review

Molecular Diversity, Год журнала: 2022, Номер 27(1), С. 543 - 569

Опубликована: Апрель 21, 2022

Язык: Английский

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1,3‐Oxazine as a Promising Scaffold for the Development of Biologically Active Lead Molecules

ChemistrySelect, Год журнала: 2023, Номер 8(39)

Опубликована: Окт. 15, 2023

Abstract Heterocyclic compounds form an important part of wide range biologically active molecules. The heteroatom provides them specificity for various receptors. 1,3‐oxazine has been considered as a privileged scaffold in many medicinal chemistry applications. Compounds having moiety exhibit broad biological applications such anticancer, antimicrobial, anti‐inflammatory, antiplatelet, antitubercular and alpha‐glucosidase inhibition activities. In this review, we consolidate the recent developments synthesis activities containing compounds. Also, structure activity relationship (SAR) studies different derivatives exhibiting several are summarized. Database Science direct, Pubmed Google scholar were searched using keywords ‘1,3‐Oxazine’, ‘synthesis’, ‘derivatives’, ‘biological activities’. review would provide lead development competent candidates with treatment human disorders.

Язык: Английский

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Antiproliferative Activity of (−)‐Isopulegol‐based 1,3‐Oxazine, 1,3‐Thiazine and 2,4‐Diaminopyrimidine Derivatives

ChemistryOpen, Год журнала: 2022, Номер 11(10)

Опубликована: Окт. 1, 2022

Abstract A series of novel heterocyclic structures, namely 1,3‐oxazines, 1,3‐thiazines and 2,4‐diaminopyrimidines, were designed synthesised. The bioassay tests demonstrated that, among these analogues, 2,4‐diaminopyridine derivatives showed significant antiproliferative activity against different human cancer cell lines (A2780, SiHa, HeLa, MCF‐7 MDA‐MB‐231). Pyrimidines substituted with N 2 ‐( p ‐trifluoromethyl)aniline, in particular, displayed a potent inhibitory effect on the growth cells. Structure–activity relationships also studied from aspects stereochemistry aminodiol moiety as well exploring effects substituents pyrimidine scaffold.

Язык: Английский

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Organocatalytic Enantioselective Synthesis of 1,3‐Oxazinanes and Hexahydropyrimidines via [4+2]‐Annulation of CyclicN‐Sulfimines

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)

Опубликована: Март 24, 2023

Abstract The first asymmetric synthetic method for enantioenriched 1,3‐oxazinane and hexahydropyrimidine derivatives via the [4+2]‐annulation of cyclic N ‐sulfimines has been established. reaction with δ‐hydroxy‐α,β‐unsaturated ketones afforded a wide range polyheterotricyclic in high yields good to excellent enantioselectivities presence cinchonidine‐derived squaramide catalyst. This approach extended organocatalytic δ‐NHTs‐α,β‐unsaturated providing hexahydropyrimidines. In addition, δ‐hydroxy‐ gave their corresponding different absolute configurations.

Язык: Английский

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PEG-mediated facile one-pot synthesis of 1,2-dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-ones using magnetically separable magnetite supported MgO core–shell nanocatalyst: a Green approach

Monatshefte für Chemie - Chemical Monthly, Год журнала: 2024, Номер 155(6), С. 643 - 652

Опубликована: Апрель 17, 2024

Язык: Английский

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1,3-Naphthoxazine derivatives: Synthesis, in silico pharmacokinetic studies, antioxidant and photoprotective properties

Bioorganic Chemistry, Год журнала: 2024, Номер 153, С. 107756 - 107756

Опубликована: Авг. 29, 2024

Язык: Английский

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One‐Pot, Multicomponent Synthesis of 1,3‐Oxazin‐One and Evaluation of Their Potential Antioxidant Activities

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

Опубликована: Ноя. 20, 2024

ABSTRACT The synthesis of 1,3‐oxazines from 2‐naphthol, benzaldehyde, and urea is reported using a simple efficient microwave‐assisted protocol. SiO 2 ‐ZnCl employed for the first time to synthesize library 10 oxazin‐3‐one compounds, out which five derivatives are novel. In 30–60 s products were obtained with simplified work‐up, yield purity enhanced, reaction was reduced use microwave assistance. synthesized oxazines characterized evaluated their in vitro antioxidant properties. results demonstrated significant effective presence capabilities. compound 1‐(4‐hydroxy‐3‐methoxyphenyl)‐1,2‐dihydro‐3 H ‐naphtho[1,2‐ e ][1,3]oxazin‐3‐one, containing hydroxy methoxy groups, revealed superior activity.

Язык: Английский

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Development, Comprehensive Characterization, and Antimicrobial Activity Evaluation of a Novel Class of Symmetrical 1,3-Benzoxazine Derivatives

Polish Journal of Chemical Technology, Год журнала: 2024, Номер 26(4), С. 104 - 113

Опубликована: Дек. 1, 2024

Abstract Completely symmetrical 6,6’-cyclohexane-1,1-diyl bis (3-substituted-3,4-dihydro-2H-1,3-benzoxazine) synthesized compounds have been able by a two-step process that yields large amount of the compound. First, phenol and cyclohexanone were subjected to Friedel-Craft produce 1,1’-bis(4-hydroxyphenyl) cyclohexane. The reaction between bisphenol formaldehyde several primary amines produced unique 1,3-benzoxazine compounds. Several spectroscopic methods, such as Fourier transform infrared spectroscopy, nuclear magnetic resonance (1H 13C), GCMS spectrometry, CHNS, utilized in conjunction with tridimensional liquid chromatography (TLC) investigate validate structures created thoroughly. Two Gram-negative two Gram-positive bacteria pathogenic fungus tested for antimicrobial activity contrast gold-standard medications streptomycin nystatin. antibacterial some these was even better than medications, which is encouraging.

Язык: Английский

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Synthesis and Characterization of some new heterocyclic derivatives from terphthaldehyde and study of their biological activity

Journal of Kufa for Chemical Sciences, Год журнала: 2023, Номер 3(1), С. 223 - 239

Опубликована: Дек. 10, 2023

In this study, some new heterocyclic compounds have been synthesized including the preparation of chalcone from reaction terphthadehyde with two moles ketone derivative p-hydroxy acetophenone in a basic medium, After that . The stage includes five-membered ( pyrazole, Isoxazole) and six-membered oxazine, thiazine). prepared were characterized by FT-IR,1H-NMR, 13C-NMR techniqes, addition to their melting points TLC (Thin Layer Chromatography).Finally,the are tested against Gram-positive Gram-negative bacteria study biological activity.

Язык: Английский

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