Skeletal Editing of Isatins for Heterocycle Molecular Diversity

The Chemical Record, Год журнала: 2024, Номер 24(6)

Опубликована: Июнь 1, 2024

Isatins have been widely used in the preparation of a variety heterocyclic compounds, where skeletal editing isatins has shown significant advantages for construction diverse heterocycles. This review highlights progress made last decade (2013-2023) isatin scaffold. A series ring expansion reactions quinoline skeleton, quinolone polycyclic quinazoline medium-sized as well opening generation 2-(azoly)aniline skeleton by cleavage C-C bond and C-N are highlighted. It is hoped that this will provide some understanding chemical transformations contribute to further realization its molecular diversity.

Язык: Английский

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Construction of 3,4-Dihydroquinolone Derivatives through Pd-Catalyzed [4+2] Cycloaddition of Vinyl Benzoxazinanones with α-Alkylidene Succinimides

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3279 - 3291

Опубликована: Фев. 20, 2024

The construction of 3,4-dihydroquinolone derivatives has attracted a considerable amount attention due to their extensive applications in medicinal chemistry. In this study, we present the Pd-catalyzed [4+2] cycloaddition vinyl benzoxazinanones with α-alkylidene succinimides for efficient synthesis 3,4-dihydroquinolones. This approach presents numerous advantages, including ready availability starting materials, mild reaction conditions without use additional bases, and wide range substrates. particular, all desired products can be easily afforded high yields (≤99%) excellent diastereoselectivities (>20:1). practicality reliability strategy were demonstrated by successful scale-up subsequent straightforward synthetic transformations.

Язык: Английский

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Gold/Silver-Catalyzed Synthesis of Functionalized Indoles from N-Allyl-2-Alkynylanilines and α-Diazo Compounds via 1,3-Allyl Migration

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

An unprecedented gold catalyzed synthesis of functionalized indoles from N -allyl-2-(aryl/alkylethynyl)anilines (1,7-enynes) and α-diazo compounds has been developed.

Язык: Английский

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Catalytic Asymmetric Cycloadditions of Cyclic Sulfamidate Imines: Straightforward Access to Chiral N‐Heterocycles

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(19), С. 3926 - 3942

Опубликована: Июль 25, 2024

Abstract Chiral N‐heterocyclic compounds are key structures in natural and pharmaceuticals, they serve as essential building blocks of functional materials. Catalytic asymmetric cycloaddition reactions represent one the most efficient synthetic strategies for constructing optically active heterocycles. Cyclic sulfamidate imines have recently come to be extensively studied widely utilized both organocatalytic transition metal‐catalyzed cycloadditions, where been shown provide various N‐fused‐heterocycles spiro‐cycles exhibiting high efficiencies with excellent stereoselectivities. This review highlights recent advancements catalytic cycloadditions cyclic stereoselective synthesis biologically sulfamidate‐containing heterocycles since 2012 while focusing on diverse reactivities mechanisms chiral induction catalysis.

Язык: Английский

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Stereoselective Synthesis of α-Disubstituted β-Homoprolines

Organic Letters, Год журнала: 2023, Номер 25(38), С. 7067 - 7071

Опубликована: Сен. 20, 2023

An efficient enantioselective synthesis of chiral α-disubstituted β-homoprolines was developed, starting with the stereodivergent allylation N-tert-butanesulfinyl imines derived from 4-bromobutanal indium or zinc and using well-established reliable synthetic transformations. This methodology allows easy introduction different substituents at α-position pyrrolidine scaffold is characterized by possibility switching absolute configuration newly formed stereocenter either changing tert-butanesufinamide auxiliary a protocol same auxiliary.

Язык: Английский

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Synthesis of functionalized tetrahydrodibenzo[b,g][1,8]naphthyridin-1(2H)-ones through base-promoted annulation of quinoline-derived dipolarophiles and cyclic enaminones

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(48), С. 9524 - 9529

Опубликована: Янв. 1, 2023

An eco-friendly and metal-free method for the synthesis of tetrahydrodibenzo[b,g][1,8]naphthyridin-1(2H)-ones was established. Quinoline-derived dipolarophiles cyclic enaminones as starting materials undergo a 1,4-Michael addition/SNAr tandem annulation reaction affording target products. This approach features transition conditions, good functional group tolerance operational simplicity.

Язык: Английский

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Facile synthesis of dihydroisobenzofuran derivatives via a one-pot sequential Passerini-azide/Ag(I)-catalyzed cyclization process

Tetrahedron, Год журнала: 2024, Номер 158, С. 133984 - 133984

Опубликована: Апрель 13, 2024

Язык: Английский

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Ru and Ruδ+ Synergistic Catalysis Efficiently Promotes 2,2,6,6-Tetramethyl-4-Piperidone Hydrogenation for 2,2,6,6-Tetramethyl-4-Piperidinol Preparation

Опубликована: Янв. 1, 2024

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Язык: Английский

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Novel Cholesterol Based Dihydropyrimidinone Derivatives with Potential Biological Activities: An In-silico Investigation

Journal of Computational Biophysics and Chemistry, Год журнала: 2024, Номер 23(05), С. 679 - 689

Опубликована: Апрель 19, 2024

Steroids play essential physiological roles in the living systems, including their role as sex hormones, glucocorticoids, and mineralocorticoids. Usually, they engage interactions with steroid receptors. Target cell nuclei, cytosol plasma membranes all have hormone Cytoplasmic or nuclear, intracellular receptors start signal transduction process for hormones cause gene expression alterations over course of several hours to days. Certain bind surface receptors, ion channels, G protein-coupled nuclear Dihydropyrimidinones are also significant moieties important roles. The hybrid molecules can offer potential biological activities. In this work, we checked silico interaction some novel cholesterol–dihydropyrimidinones mineralocorticoid glucocorticoid screen use regulation sexual cycle carbohydrate metabolism mineral imbalance.

Язык: Английский

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Ru and Ruδ+ synergistic catalysis efficiently promotes 2,2,6,6-Tetramethyl-4-Piperidone hydrogenation for 2,2,6,6-Tetramethyl-4-Piperidinol preparation

Molecular Catalysis, Год журнала: 2024, Номер 563, С. 114239 - 114239

Опубликована: Май 24, 2024

Язык: Английский

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