Cargando…

Synthesis, In Silico and In Vivo Toxicity Assessment of Functionalized Pyridophenanthridinones via Sequential MW-Assisted Intramolecular Friedel-Crafts Alkylation and Direct C–H Arylation

A rapid, efficient, and original synthesis of novel pyrido[3,2,1-de]phenanthridin-6-ones is reported. First, the key cinnamamide intermediates 8a–f were easily prepared from commercial substituted anilines, cinnamic acid, and 2-bromobenzylbromide in a tandem amidation and N-alkylation protocol. Then...

Descripción completa

Detalles Bibliográficos
Autores principales:	Ortiz Villamizar, Marlyn C., Puerto Galvis, Carlos E., Pedraza Rodríguez, Silvia A., Zubkov, Fedor I., Kouznetsov, Vladimir V.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2022
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9741109/ https://www.ncbi.nlm.nih.gov/pubmed/36500206 http://dx.doi.org/10.3390/molecules27238112

Ejemplares similares

Diastereoselective ring opening of fully-substituted cyclopropanes via intramolecular Friedel–Crafts alkylation
por: Lanke, Veeranjaneyulu, et al.
Publicado: (2019)

Friedel–Crafts acylation of benzene derivatives in tunable aryl alkyl ionic liquids (TAAILs)
por: Lerch, Swantje, et al.
Publicado: (2023)

Lewis Acid-Catalyzed Enantioselective Friedel–Crafts Alkylation of Pyrrole in Water
por: Sun, Jianan, et al.
Publicado: (2020)

Asymmetric one-pot sequential Friedel–Crafts-type alkylation and α-oxyamination catalyzed by a peptide and an enzyme
por: Akagawa, Kengo, et al.
Publicado: (2012)

Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids
por: Scettri, Arrigo, et al.
Publicado: (2009)

Friedel–Crafts alkylation reaction with fluorinated alcohols as hydrogen-bond donors and solvents
por: Tang, Ren-Jin, et al.
Publicado: (2018)

Tandem Friedel‐Crafts‐Alkylation‐Enantioselective‐Protonation by Artificial Enzyme Iminium Catalysis
por: Leveson‐Gower, Reuben B., et al.
Publicado: (2022)

Mechanochemical Friedel–Crafts acylations
por: Đud, Mateja, et al.
Publicado: (2019)

Biocatalytic Friedel‐Crafts Reactions
por: Leveson‐Gower, Reuben B., et al.
Publicado: (2022)

Multivalent polyglycerol supported imidazolidin-4-one organocatalysts for enantioselective Friedel–Crafts alkylations
por: Pecchioli, Tommaso, et al.
Publicado: (2015)

Friedel–Crafts Alkylation over Zr-Mont Catalyst for the Production of Diesel Fuel Precursors
por: Shinde, Suhas H., et al.
Publicado: (2018)

One-Pot Synthesis of Polynuclear Indole Derivatives by Friedel–Crafts Alkylation of γ-Hydroxybutyrolactams
por: Abaev, Vladimir T., et al.
Publicado: (2023)

Intramolecular Friedel–Crafts alkylation with a silylium-ion-activated cyclopropyl group: formation of tricyclic ring systems from benzyl-substituted vinylcyclopropanes and hydrosilanes
por: He, Tao, et al.
Publicado: (2020)

A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis
por: Rueping, Magnus, et al.
Publicado: (2010)

Hafnium-Doped Mesoporous Silica as Efficient Lewis Acidic Catalyst for Friedel–Crafts Alkylation Reactions
por: Huang, Yao-Bing, et al.
Publicado: (2019)

Rose bengal as photocatalyst: visible light-mediated Friedel–Crafts alkylation of indoles with nitroalkenes in water
por: Yu, Zong-Yi, et al.
Publicado: (2020)

Thioacetalation and Multi-Component Thiomethylative Friedel-Crafts Arylation Using BF(3)SMe(2)
por: Söderström, Marcus, et al.
Publicado: (2023)

Stereodivergent synthesis of enantioenriched azepino[3,4,5-cd]-indoles via cooperative Cu/Ir-catalyzed asymmetric allylic alkylation and intramolecular Friedel–Crafts reaction
por: Xiao, Lu, et al.
Publicado: (2022)

Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
por: Cheng, Hong-Gang, et al.
Publicado: (2017)

Catalytic asymmetric tandem Friedel–Crafts alkylation/Michael addition reaction for the synthesis of highly functionalized chromans
por: Peng, Jiahuan, et al.
Publicado: (2013)

Artificial Metalloenzymes based on TetR Proteins and Cu(II) for Enantioselective Friedel‐Crafts Alkylation Reactions
por: Gutiérrez de Souza, Cora, et al.
Publicado: (2020)

Biocatalytic Friedel–Crafts Acylation and Fries Reaction
por: Schmidt, Nina G., et al.
Publicado: (2017)

Friedel–Crafts Type Methylation with Dimethylhalonium Salts
por: Hämmerling, Sebastian, et al.
Publicado: (2020)

Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
por: Sawant, Rajiv T., et al.
Publicado: (2018)

Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction
por: Chen, Hui-Xuan, et al.
Publicado: (2018)

Borane-catalyzed cascade Friedel–Crafts alkylation/[1,5]-hydride transfer/Mannich cyclization to afford tetrahydroquinolines
por: Zhang, Bei-Bei, et al.
Publicado: (2021)

Development of highly efficient Friedel–Crafts alkylations with alcohols using heterogeneous catalysts under continuous-flow conditions
por: Masuda, Koichiro, et al.
Publicado: (2021)

Asymmetric Catalytic Friedel–Crafts Reactions of Unactivated Arenes
por: Brunen, Sebastian, et al.
Publicado: (2023)

Enantioselective Organocatalytic Synthesis of Bicyclic Resorcinols via an Intramolecular Friedel−Crafts‐Type 1,4‐Addition: Access to Cannabidiol Analogues
por: Bryant, Laura A., et al.
Publicado: (2021)

Transition-metal-free intramolecular Friedel–Crafts reaction by alkene activation: A method for the synthesis of some novel xanthene derivatives
por: Yıldız, Tülay, et al.
Publicado: (2021)

Structure and Catalytic Mechanism of a Bacterial Friedel–Crafts Acylase
por: Pavkov‐Keller, Tea, et al.
Publicado: (2018)

Applications of Friedel–Crafts reactions in total synthesis of natural products
por: Heravi, Majid M., et al.
Publicado: (2018)

Recent Advances in the Catalytic Asymmetric Friedel–Crafts Reactions of Indoles
por: Ahmad, Tauqir, et al.
Publicado: (2022)

A rational quest for selectivity through precise ligand-positioning in tandem DNA-catalysed Friedel–Crafts alkylation/asymmetric protonation
por: Mansot, Justine, et al.
Publicado: (2019)

Exploiting the Chiral Ligands of Bis(imidazolinyl)- and Bis(oxazolinyl)thiophenes—Synthesis and Application in Cu-Catalyzed Friedel–Crafts Asymmetric Alkylation
por: Islam, Mohammad Shahidul, et al.
Publicado: (2021)

Tunable Aryl Imidazolium Recyclable Ionic Liquid with Dual Brønsted–Lewis Acid as Green Catalyst for Friedel–Crafts Acylation and Thioesterification
por: Lin, Yi-Jyun, et al.
Publicado: (2020)

AlCl(3)·6H(2)O-Catalyzed Friedel-Crafts Alkylation of Indoles by the para-Quinone Methide Moiety of Celastrol
por: Zhu, Yi, et al.
Publicado: (2017)

Functionalizing Polystyrene with N-Alicyclic Piperidine-Based Cations via Friedel–Crafts Alkylation for Highly Alkali-Stable Anion-Exchange Membranes
por: Olsson, Joel S., et al.
Publicado: (2020)

Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex
por: Karimi, Babak, et al.
Publicado: (2023)

Mechanism of Biocatalytic Friedel–Crafts Acylation by Acyltransferase from Pseudomonas protegens
por: Sheng, Xiang, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_1gogtrbocsdpafvvgtaooef3jp