Molecular Diversity, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 1, 2024
Language: Английский
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Feb. 19, 2025
A rhodium-catalyzed annulation of 2H-azirines with enaminones is presented. This protocol affords a convenient approach to the diversity-oriented synthesis 4-acyl- and 4-formyl pyrroles good functional group tolerance. The utility this reaction has been demonstrated by scale-up preparation, late-stage modification natural molecules, diverse derivatives.
Language: Английский
Citations
1
Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
A TEMPO-mediated β-ketoalkylation of enaminoesters with cyclopropanols under metal-free conditions is herein described. This reaction provides a straightforward and highly efficient route to β-keto alkyl substituted for the first time, which could be rapidly efficiently converted into synthetically useful 2-alkoxycarbonyl functionalized 1,5-diketones. Moreover, practicability this protocol successfully demonstrated by scale-up experiments late-stage functionalization natural products pharmaceutically relevant molecules.
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 27, 2025
N-Iodosuccinimide-promoted cascade reactions of arylidene isoxazolones with amidines in p-xylene were accomplished, affording 5-acylimidazoles good to excellent yields. Interestingly, when the performed by employing acetonitrile as solvent, 4-acylimidazoles efficiently obtained. Mechanistic studies indicate that formation imidazolyl and acyl moieties may undergo a spiroannulation-ring opening aromatization-hydrolysis reaction sequence. Based on this solvent-regulated tandem strategy, powerful protocol for switchable regiodivergent synthesis structurally diverse was successfully established.
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: March 10, 2025
A novel NIS-promoted domino reaction of alkylidene oxindoles with 2-(pyridin-2-yl)acetate derivatives has been established, enabling the efficient and straightforward synthesis a vast variety highly functionalized indolizines via sequential spiroannulation ring-opening aromatization processes. The protocol features mild conditions, broad substrate scope, high efficiency, scalability, applicability for preparation CF3-containing indolizines. Furthermore, functional groups in indolizine framework provide feasibility follow-up derivatization. Based on mechanistic studies, plausible radical mechanism is proposed to elucidate formation
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: March 11, 2025
A new approach to multifunctionalized pyrroles has been explored by the tandem cyclization of α-oxoketene-N,S-acetals with β-ketodinitriles using Cu(MeCN)4BF4 and Ag2CO3 in toluene under reflux conditions. The reaction involves C–C/C–N bond creation, is assumed proceed via enamine formation, intramolecular cyclization, rearrangement. potential methodology also demonstrated for a gram-scale as well some useful organic transformations. offers practical pathway achieve polysubstituted broad substrate scope good functional group tolerance.
Language: Английский
Citations
0
Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155569 - 155569
Published: March 1, 2025
Language: Английский
Citations
0
Organics, Journal Year: 2024, Volume and Issue: 5(4), P. 378 - 394
Published: Oct. 12, 2024
In this contribution, propylamine-functionalized cellulose (Cell-Pr-NH2) was employed as the catalyst in three-component reaction between hydroxylamine hydrochloride and various types of aryl/heteroaryl aldehydes, ethyl acetoacetate/ethyl 4-chloroacetoacetate, or 3-oxohexanoate. The result these experiments formation 3,4-disubstituted isoxazol-5(4H)-one heterocycles. desired five-membered heterocyclic compounds were obtained good to high yields at room temperature. investigation different solvents led us conclusion that water is best solvent perform current one-pot, reactions. Attempts find optimal loading clearly showed 14 mg cell-Pr-NH2 seems be sufficient carry out This method has highlighted some principles green chemistry including less waste generation, atom economy, use an environmentally friendly solvent, energy saving. Purification without chromatographic methods, mild conditions, simple work-up, low-cost medium, saving time, obtainable precursors are other notable features one-pot fashion.
Language: Английский
Citations
1
Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: Nov. 16, 2024
Abstract The stereoselective mechanochemical synthesis of Z‐enaminones and bis‐enaminones was achieved without any solid component in most cases, reacting 1,3‐dicarbonyl compounds with aliphatic/aromatic primary/secondary amines, which demonstrates the viability exclusively liquid reagents. scale‐up robust, from five to fifty hundred mmol reduction reaction yield. telescopic β,γ‐unsaturated butyrolactams by formal [3+2] azaanulation intermediate enaminone maleic anhydride, boosting access this potentially bioactive class compound. approach revealed its sustainable face both syntheses, avoiding grinding auxiliary purification column chromatography. A symbol suggested differentiate representation planetary ball mill other reactors, wherein three spheres are surrounded two curved arrows representing inherent movements trajectories vessel equipment.
Language: Английский
Citations
0
Molecular Diversity, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 1, 2024
Language: Английский
Citations
0