Spiro-Heterocycles: Recent Advances in Biological Applications and Synthetic Strategies

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134468 - 134468

Опубликована: Янв. 1, 2025

Язык: Английский

---

DBU-Catalyzed Diastereo/Regioselective Access to Highly Substituted Spiro-oxetane Oxindoles via Ring Annulation of Isatins and Allenoates

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(13), С. 8882 - 8888

Опубликована: Июнь 26, 2023

A facile and efficient method for the diastereo/regioselective synthesis of highly functionalized spiro-oxetane oxindoles has been described. The 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed reaction proceeds via spiro-annulation isatins allenoates. is compatible with a wide range containing electron-donating groups (EDGs) electron-withdrawing (EWGs) various allenoates affording corresponding products in acceptable yields. It noteworthy that this first protocol constructing structurally diverse motifs pharmaceutical relevance.

Язык: Английский

---

Diastereoselective Double Annulation of Allenoates with Povarov Adducts: Modular Synthesis of Multisubstituted Pyrroloquinolines

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16838 - 16849

Опубликована: Ноя. 6, 2024

Herein, we report an atom-economical, one-pot, four-component, diastereoselective double-annulation reaction to construct polyfused pyrroloquinolines. This highlights the cyclization of in situ

Язык: Английский

---

Diastereoselective Synthesis of Fused Tricyclic Pyridopyrimidines via Tandem Cyclization of Allenoates and Cyclic Amidines

Organic Letters, Год журнала: 2023, Номер 25(42), С. 7711 - 7715

Опубликована: Окт. 16, 2023

The tandem cyclization of easily accessible allenoates and cyclic amidines for the synthesis functionalized tricyclic pyridopyrimidines is reported herein. annulation featured a broad substrate scope with good functional group tolerance under very mild conditions (35 examples, 32–85% yields). were obtained in short reaction time (1 min), at room temperature, neat conditions, which offers an alternative way to sustainable pyridopyrimidines. scalability developed protocol further demonstrated by gram-scale synthesis.

Язык: Английский

---

Construction of Spiro[benzo[a]acridine-12,4′-imidazolidine]-2′,5′-dione Derivatives via Ring-Opening and Recyclization of Isatins and C–OH Cleavage of 2-Naphthol

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 6995 - 7005

Опубликована: Май 8, 2023

An efficient three-component reaction to access spiro[benzo[a]acridine-12,4'-imidazolidine]-2',5'-dione derivatives has been developed through the ring-opening and recyclization process of isatins dehydroxylation 2-naphthol, which is different from their conventional modes. Experimental observations suggest that p-toluenesulfonic acid key factor promotes success this synthetic strategy. The research provided a novel approach for construction spiro compounds 2-naphthol in organic synthesis.

Язык: Английский

---

A New Mixed-Metal Phosphate as an Efficient Heterogeneous Catalyst for Knoevenagel Condensation Reaction

Catalysts, Год журнала: 2023, Номер 13(7), С. 1053 - 1053

Опубликована: Июнь 29, 2023

The escalating demand for the cost-effective synthesis of valuable fine chemicals has fueled search sustainable heterogeneous catalysts. Among these catalytic reactions, Knoevenagel condensation emerged as a very demanding reaction due to its involvement in new C–C bond formation. Porous metal phosphates have attracted significant attention catalysis their unique surface properties. In this study, we report novel porous magnesium aluminum phosphate (MALPO) material through hydrothermal template-free approach. MALPO exhibited promising specific area and hierarchical porosity. Moreover, plate-like morphology can enhance exposure sites located at surfaces, leading enhanced activity. demonstrated excellent performance, yielding series products with up 99% yield. Notably, catalyst displayed remarkable recyclability, retaining structural integrity throughout multiple cycles. findings highlight potential mixed-metal phosphates, exemplified by MALPO, efficient base value-added chemicals, contributing growing chemical industry. Further investigations are warranted explore diverse transformations optimize performance large-scale operations.

Язык: Английский

---

Green and Efficient Synthesis of Spiroheterocyclic Compounds from Reactions of Isatins, 3-Amino-1-phenyl-1 H -pyrazol-5(4 H )-one, and Monocyclic Ketones

Polycyclic aromatic compounds, Год журнала: 2023, Номер 43(10), С. 9360 - 9376

Опубликована: Янв. 4, 2023

The reactions of isatins, 3-amino-1-pheyl-1H-pyrazol-5(4H)-one, and monocyclic ketones, have been developed for preparation spiro[indoline-3,4'-pyrazolo[3,4-b]quinoline]-2,3'(6'H)-dione, spiro[cyclohepta[b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2′,3-dione, spiro[cycloocta[b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2′,3(6H)-dione, spiro[cyclo dodeca[b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2′,3(6H)-dione derivatives in aqueous acetic acid mixed medium. Studies shown that water was an excellent medium this reaction. significant features method are wide substrate scope, high yields, operational simplicity, minimal environment impact.

Язык: Английский

---

Photoinduced Radical Selective O-Alkenylation of Phenols and Naphthols with Terminal Alkynes

Chemical Communications, Год журнала: 2024, Номер 60(72), С. 9813 - 9816

Опубликована: Янв. 1, 2024

The visible light-promoted

Язык: Английский

---

Insights for photochemical mechanisms of acridine-1,8-diones: An experimental and theoretical analysis and first application for fluorescence detection of 2,4,6-trinitrophenol

Journal of Molecular Liquids, Год журнала: 2024, Номер 415, С. 126401 - 126401

Опубликована: Ноя. 1, 2024

Язык: Английский

---