Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions

ChemistrySelect, Год журнала: 2025, Номер 10(6)

Опубликована: Фев. 1, 2025

Abstract In this study, we develop a novel methodology involving rongalite‐mediated domino reductive/aldol reaction, followed by spiro‐lactonization of 2‐oxoindolin‐3‐ylidene acetates/malonates in presence base to synthesis 3,3′‐spirooxindole γ ‐butyrolactone. The detail such as effect solvent, different and substrate has been carried out. Scale up is also done. Sodium hydroxymethanesulfinate dihydrate (rongalite) concurrently dual role context; it acts reducing agent well C1 synthon. This approach offers several advantages, being metal‐ catalyst‐free, simple reaction protocol, having wide scope, using water green providing good excellent yields the products under mild conditions.

Язык: Английский

Rongalite/Iodine-Mediated C(sp3)–H Bond Oximation and Thiomethylation Reaction of Methyl Ketones Using Copper Nitrate as the [NO] Reagent: Synthesis of Thiohydroximic Acids

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(37), С. 7623 - 7627

Опубликована: Янв. 1, 2024

In this work, a highly efficient rongalite/iodine-mediated oxime formation reaction for the preparation of thiohydroximic acids from methyl ketones by employing copper nitrate as [NO] reagent has been developed. Notably, participated both catalyst and mild oximation in transformation. This is facile, with broad substrate scope, especially fused ring skeleton substrates, heterocyclic acetyl-substituted natural products. Mechanistic studies revealed that might be converted into NO

Язык: Английский

Intramolecular/Intermolecular Sequential Cyclization Accompanied by Double C–F Bond Cleavage: Access to Tricyclic Fluorine-Containing Pyrano[3,2-c]chromenes

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16553 - 16563

Опубликована: Окт. 28, 2024

Defluorinative cyclization of CF

Язык: Английский