Cargando…

Enantioselective, Decarboxylative (3+2)-Cycloaddition of Azomethine Ylides and Chromone-3-Carboxylic Acids

Herein, we describe the synthesis of a variety of chiral hybrid pyrrolidine-chromanone polycyclic derivatives. A convenient (3+2)-annulation of azomethine ylides with chromone-3-carboxylic acid realized under Brønsted base catalysis produced highly functionalized products in high yields with good st...

Descripción completa

Detalles Bibliográficos
Autores principales:	Kowalska, Ewelina, Sieroń, Lesław, Albrecht, Anna
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2022
Materias:	Communication
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9607314/ https://www.ncbi.nlm.nih.gov/pubmed/36296402 http://dx.doi.org/10.3390/molecules27206809

Ejemplares similares

One-Pot Synthesis of Triazolobenzodiazepines Through Decarboxylative [3 + 2] Cycloaddition of Nonstabilized Azomethine Ylides and Cu-Free Click Reactions
por: Ma, Xiaoming, et al.
Publicado: (2019)

Catalytic Enantioselective 1,3-Dipolar Cycloadditions of Azomethine Ylides for Biology-Oriented Synthesis
por: Narayan, Rishikesh, et al.
Publicado: (2014)

Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction
por: Bojanowski, Jan, et al.
Publicado: (2019)

[3 + 2] Cycloaddition with photogenerated azomethine ylides in β-cyclodextrin
por: Sohora, Margareta, et al.
Publicado: (2020)

Dearomative [3 + 2] cycloaddition reaction of nitrobenzothiophenes with nonstabilized azomethine ylides
por: Wang, Kai-Kai, et al.
Publicado: (2020)

Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone
por: Peng, Chuqin, et al.
Publicado: (2014)

Intramolecular Hydrogen Bond Activation: Thiourea-Organocatalyzed Enantioselective 1,3-Dipolar Cycloaddition of Salicylaldehyde-Derived Azomethine Ylides with Nitroalkenes
por: Esteban, Francisco, et al.
Publicado: (2018)

[3 + 2] cycloaddition of nonstabilized azomethine ylides and 2-benzothiazolamines to access imidazolidine derivatives
por: Wang, Kai-Kai, et al.
Publicado: (2022)

1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives
por: Meyer, Adam G., et al.
Publicado: (2016)

Zinc‐Catalyzed Enantioselective [3+2] Cycloaddition of Azomethine Ylides Using Planar Chiral [2.2]Paracyclophane‐Imidazoline N,O‐ligands
por: Kumar, Sundaravel Vivek, et al.
Publicado: (2022)

Diastereoselective synthesis of dispirooxindoles via [3+2] cycloaddition of azomethine ylides to 3-phenacylideneoxindoles and evaluation of their cytotoxicity
por: Huang, Ying, et al.
Publicado: (2018)

Copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of 1,3-enynes and azomethine ylides
por: Wang, Bo-Ran, et al.
Publicado: (2023)

Catalyst-Free [3+2] Cycloaddition of Electron-Deficient Alkynes and o-Hydroxyaryl Azomethine Ylides in Water
por: Zhu, Jin, et al.
Publicado: (2020)

Chiral Bis(Imidazolidine)Pyridine-Cu Complex-Catalyzed Enantioselective [3+2]-Cycloaddition of Azomethine Imineswith Propiolates
por: Arai, Takayoshi, et al.
Publicado: (2012)

Synthesis of bioactive fluoropyrrolidines via copper(i)-catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides
por: Xu, Xiao, et al.
Publicado: (2021)

Heterogeneous graphene oxide as recyclable catalyst for azomethine ylide mediated 1,3 dipolar cycloaddition reaction in aqueous medium
por: Reddy, Marri Sameer, et al.
Publicado: (2018)

Covalent organic functionalization of graphene nanosheets and reduced graphene oxide via 1,3-dipolar cycloaddition of azomethine ylide
por: Basta, Luca, et al.
Publicado: (2021)

Electron-rich benzofulvenes as effective dipolarophiles in copper(i)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides
por: Chang, Xin, et al.
Publicado: (2023)

Intramolecular [3 + 2]-Cycloadditions of Azomethine Ylides Derived from Secondary Amines via Redox-Neutral C–H Functionalization
por: Mantelingu, Kempegowda, et al.
Publicado: (2014)

A Novel One-Pot Green Synthesis of Dispirooxindolo-pyrrolidines via1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides
por: Almansour, Abdulrahman I., et al.
Publicado: (2015)

Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
por: Bastrakov, Maxim A., et al.
Publicado: (2021)

Regio- and stereoselective synthesis of spiropyrrolidine-oxindole and bis-spiropyrrolizidine-oxindole grafted macrocycles through [3 + 2] cycloaddition of azomethine ylides
por: Prabhakaran, Perumal, et al.
Publicado: (2020)

Correction: Covalent organic functionalization of graphene nanosheets and reduced graphene oxide via 1,3-dipolar cycloaddition of azomethine ylide
por: Basta, Luca, et al.
Publicado: (2021)

[3+2]-Cycloaddition of azomethine ylides to 5-methylidene-3-aryl-2-сhalcogen-imidazolones: access to dispiro indolinone-pyrrolidine-imidazolones
por: Kukushkin, Maxim E., et al.
Publicado: (2022)

Synthesis of diversely substituted bis-pyrrolizidino/ thiopyrrolizidino oxindolo/acenaphthyleno curcuminoids via sequential azomethine ylide cycloaddition
por: Singh, Meenakshi, et al.
Publicado: (2018)

Synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane via cyclopropene cycloadditions to the stable azomethine ylide derived from Ruhemann's purple
por: Filatov, Alexander S, et al.
Publicado: (2022)

Enantioselective Synthesis of the Cyclopiazonic Acid Family Using Sulfur Ylides
por: Zhurakovskyi, Oleksandr, et al.
Publicado: (2018)

A Molecular Electron Density Theory Study of the [3+2] Cycloaddition Reaction of an Azomethine Ylide with an Electrophilic Ethylene Linked to Triazole and Ferrocene Units
por: Domingo, Luis R., et al.
Publicado: (2022)

Stereoselective Synthesis of Densely Substituted Pyrrolidines via a [3 + 2] Cycloaddition Reaction between Chiral N-tert-Butanesulfinylazadienes and Azomethine Ylides
por: Blanco-López, Ester, et al.
Publicado: (2023)

Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds
por: Panda, Siva S., et al.
Publicado: (2023)

5-Substituted-furan-2(3H)-ones in [8 + 2]-Cycloaddition with 8,8-Dicyanoheptafulvene
por: Romaniszyn, Marta, et al.
Publicado: (2022)

Copper-Catalyzed Asymmetric Dearomative [3+2] Cycloaddition of Nitroheteroarenes with Azomethines
por: Chen, Yan, et al.
Publicado: (2023)

Enantioselective S−H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides
por: Momo, Patrícia B., et al.
Publicado: (2020)

Decarboxylative 1,3-dipolar cycloaddition of amino acids for the synthesis of heterocyclic compounds
por: Zhang, Xiaofeng, et al.
Publicado: (2023)

Dirhodium Carboxylate Catalysts from 2‐Fenchyloxy or 2‐Menthyloxy Arylacetic Acids: Enantioselective C−H Insertion, Aromatic Addition and Oxonium Ylide Formation/Rearrangement
por: Buckley, Aoife M., et al.
Publicado: (2021)

Cooperative Catalysis for the Highly Diastereo‐ and Enantioselective [4+3]‐Cycloannulation of ortho‐Quinone Methides and Carbonyl Ylides
por: Suneja, Arun, et al.
Publicado: (2020)

Polycyclic aromatic azomethine ylides: a unique entry to extended polycyclic heteroaromatics
por: Berger, Reinhard, et al.
Publicado: (2015)

Synergistic catalysis for cascade allylation and 2-aza-cope rearrangement of azomethine ylides
por: Wei, Liang, et al.
Publicado: (2019)

Synthesis of Non-Racemic Pyrazolines and Pyrazolidines by [3+2] Cycloadditions of Azomethine Imines
por: Požgan, Franc, et al.
Publicado: (2017)

Enantioselective decarboxylative chlorination of β-ketocarboxylic acids
por: Shibatomi, Kazutaka, et al.
Publicado: (2017)

Cannot write session to /tmp/vufind_sessions/sess_otfegk4baq1492ojf0ofkdldq0