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An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds

Organic Letters, 2022
We have developed an efficient protocol for the construction of polycyclic dihydrobenzofuran spirooxindole scaffolds via base promoted cascade annulation of Morita-Baylis-Hillman (MBH) carbonates of isatins with ortho-hydroxychalcones or ortho-hydroxy-β-nitrostyrenes. The complex polycyclic compounds were conveniently synthesized in satisfactory yields
Daqian Wang   +4 more
openaire   +2 more sources

Intramolecular H-Bonds in an Organocatalyst Enabled an Asymmetric Michael/Alkylation Cascade Reaction to Construct Spirooxindoles Incorporating a Densely Substituted Cyclopropane Motif.

Organic Letters, 2022
A cascade Michael addition/alkylation reaction between 3-chlorooxindoles and α-cyano chalcones catalyzed using a multifunctional quinine-derived aminoindanol-thiourea substance was investigated.
Na Wang   +9 more
semanticscholar   +1 more source

Synthesis, In Vitro and in Cell Study of a New Spirooxindoles-Based N-Alkylated Maleimides Targeting HER2/3 Signaling Pathway

Polycyclic aromatic compounds (Print), 2022
A series of spirooxindoles-based N-alkylated maleimide derivatives (AMIs) were synthesized and their inhibition profile also reported. Three component, one-pot [3 + 2] cycloaddition (32CA) reactions of isatin, amino acids and AMIs were found to proceed ...
A. Barakat   +10 more
semanticscholar   +1 more source

N-Iodosuccinimide-Promoted Selective Construction of Cyclopropyl and Dihydrofuranyl Spirooxindoles from Alkylidene Oxindoles and Annular β-Dicarbonyl Compounds

Synthesis, 2022
An efficient N-iodosuccinimide-promoted cyclization of readily available alkylidene oxindoles with annular β-dicarbonyl compounds has been demonstrated.
Hong Chen   +6 more
semanticscholar   +1 more source

Synthesis of Functionalized 3,2′-Pyrrolidinyl Spirooxindoles via Domino 1,6-Addition/Annulation Reactions of para-Quinone Methides and 3-Chlorooxindoles

Organic Chemistry Frontiers, 2022
A highly efficient base-mediated diastereoselective [4+1] cycloaddition of ortho-tosylaminophenyl-substituted p-QMs with 3-chlorooxindoles has been developed to afford 3,2’-pyrrolidinyl spirooxindoles in high yields with high diastereoselectivity through
Yang Wang   +3 more
semanticscholar   +1 more source

Recent Strategies in the Synthesis of Spiroindole and Spirooxindole Scaffolds

Topics in Current Chemistry, 2021
Spiroindole and spirooxindole scaffolds are very important spiro-heterocyclic compounds in drug design processes. Significant attention has been directed at obtaining molecules based on spiroindole and spirooxindole derivatives that have bioactivity against cancer cells, microbes, and different types of disease affecting the human body.
Shima Nasri   +2 more
openaire   +3 more sources

Palladium-Catalyzed Asymmetric (4 + 2) Annulation of γ-Methylidene-δ-valerolactones with Alkenes: Enantioselective Synthesis of Functionalized Chiral Cyclohexyl Spirooxindoles.

Organic Letters, 2021
An unprecedented asymmetric catalytic (4 + 2) annulation reaction of aryl-substituted γ-methylidene-δ-valerolactones (GMDVs) with isatin-derived para-quinone methides (p-QMs) has been developed under the catalysis of palladium(0) and (S,S,S)-(-)-Xyl-SKP,
Zhi-Long Jia   +8 more
semanticscholar   +1 more source

K2CO3-Catalyzed (3 + 2) Cycloaddition Reaction of N-2,2,2-Trifluoroethylisatin Ketimines with Azodicarboxylates: Access to Spirooxindoles Containing Trifluoromethyl-1,2,4-triazolines.

Journal of Organic Chemistry
Potassium carbonate-catalyzed (3 + 2) cycloaddition reaction between N-2,2,2-trifluoroethylisatin ketimines and azodicarboxylates has been developed, constructing a series of novel N-heterocycle infused spirooxindoles in good to excellent yields (up to ...
Jianmin Gu   +10 more
semanticscholar   +1 more source

Modular Assembly of Six‐Membered Carbocyclic Spirooxindoles via Peterson Olefination/Michael Addition/C(sp3) Arylation Cascade

Chinese journal of chemistry
Concise assembly of spirooxindoles is of great significance but a challenging task in modern organic synthesis. Described herein is an unusual base‐promoted [4+2] spiroannulation of rarely used isatin‐derived β‐silylcarbinols with o‐halogen aromatic ...
Fengcheng Jia   +4 more
semanticscholar   +1 more source

Diastereoselective Synthesis of Dihydrobenzofuran Spirooxindoles and Their Transformation into Benzofuroquinolinones by Ring Expansion of Oxindole Core.

Journal of Organic Chemistry
A mild and efficient approach for the diastereoselective synthesis of dihydrobenzofuran spirooxindoles using 3-chlorooxindoles and imines is presented.
Feng Wang   +4 more
semanticscholar   +1 more source

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