Skeletal Editing of Isatins for Heterocycle Molecular Diversity

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(6)

Published: June 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.

Language: Английский

---

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

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3279 - 3291

Published: Feb. 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.

Language: Английский

---

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

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 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.

Language: Английский

---

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

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(19), P. 3926 - 3942

Published: July 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.

Language: Английский

---

Stereoselective Synthesis of α-Disubstituted β-Homoprolines

Organic Letters, Journal Year: 2023, Volume and Issue: 25(38), P. 7067 - 7071

Published: Sept. 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.

Language: Английский

---

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, Journal Year: 2023, Volume and Issue: 21(48), P. 9524 - 9529

Published: Jan. 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.

Language: Английский

---

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

Tetrahedron, Journal Year: 2024, Volume and Issue: 158, P. 133984 - 133984

Published: April 13, 2024

Language: Английский

---

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

Published: Jan. 1, 2024

Download This Paper Open PDF in Browser Add to My Library Share: Permalink Using these links will ensure access this page indefinitely Copy URL DOI

Language: Английский

---

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

Journal of Computational Biophysics and Chemistry, Journal Year: 2024, Volume and Issue: 23(05), P. 679 - 689

Published: April 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.

Language: Английский

---

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, Journal Year: 2024, Volume and Issue: 563, P. 114239 - 114239

Published: May 24, 2024

Language: Английский

---