Cargando…

Metal catalyst-free N-allylation/alkylation of imidazole and benzimidazole with Morita–Baylis–Hillman (MBH) alcohols and acetates

A highly α-regioselective N-nucleophilic allylic substitution of cyclic MBH alcohols and acetates with imidazole or benzimidazole, in toluene at reflux with an azeotropic distillation, was successfully carried out with no catalysts or additives, affording the corresponding N-substituted imidazole de...

Descripción completa

Detalles Bibliográficos
Autores principales:	Mhasni, Olfa, Bouajila, Jalloul, Rezgui, Farhat
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Beilstein-Institut 2023
Materias:	Full Research Paper
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10477972/ https://www.ncbi.nlm.nih.gov/pubmed/37674521 http://dx.doi.org/10.3762/bjoc.19.93

Ejemplares similares

Chiral Phosphine Catalyzed Allylic Alkylation of Benzylidene Succinimides with Morita–Baylis–Hillman Carbonates
por: Liu, Chang, et al.
Publicado: (2023)

Et(3)B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita–Baylis–Hillman alcohols
por: Abidi, Ahlem, et al.
Publicado: (2016)

Enantioselective, Organocatalytic Morita-Baylis-Hillman and Aza-Morita-Baylis-Hillman Reactions: Stereochemical Issues
por: Mansilla, Javier, et al.
Publicado: (2010)

Asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates with α-fluoro-β-keto esters
por: Yan, Lin, et al.
Publicado: (2013)

Regio- and Stereoselective Electrochemical Alkylation of Morita–Baylis–Hillman Adducts
por: Bertuzzi, Giulio, et al.
Publicado: (2022)

Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins
por: Zhang, Hang, et al.
Publicado: (2012)

Naphthalenes and Quinolines by Domino Reactions of Morita–Baylis–Hillman Acetates
por: Annor-Gyamfi, Joel K., et al.
Publicado: (2020)

Antimicrobial activity of allylic thiocyanates derived from the Morita-Baylis-Hillman reaction
por: Sá, Marcus Mandolesi, et al.
Publicado: (2014)

Dihydroquinolines, Dihydronaphthyridines and Quinolones by Domino Reactions of Morita-Baylis-Hillman Acetates
por: Annor-Gyamfi, Joel K., et al.
Publicado: (2021)

First DMAP-mediated direct conversion of Morita–Baylis–Hillman alcohols into γ-ketoallylphosphonates: Synthesis of γ-aminoallylphosphonates
por: Ayadi, Marwa, et al.
Publicado: (2016)

Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
por: Singh, Radhey Mohan, et al.
Publicado: (2014)

A Facile and Mild Synthesis of Trisubstituted Allylic Sulfones from Morita-Baylis-Hillman Carbonates
por: Jiang, Lin, et al.
Publicado: (2015)

Application of 7-azaisatins in enantioselective Morita–Baylis–Hillman reaction
por: He, Qing, et al.
Publicado: (2016)

Engineering an Efficient and Enantioselective Enzyme for the Morita-Baylis-Hillman Reaction
por: Crawshaw, Rebecca, et al.
Publicado: (2022)

2-Fluoroenones via an Umpolung Morita–Baylis–Hillman Reaction of Enones
por: Maity, Subrata, et al.
Publicado: (2023)

Remarkable influence of microwave heating on Morita-baylis-Hillman reaction in PEG-200
por: Aravind, A, et al.
Publicado: (2012)

Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
por: Williams, Matthew T. J., et al.
Publicado: (2020)

Amino acid ionic liquids as catalysts in a solvent-free Morita–Baylis–Hillman reaction
por: Pereira, Mathias Prado, et al.
Publicado: (2018)

The Morita–Baylis–Hillman reaction for non-electron-deficient olefins enabled by photoredox catalysis
por: Li, Long-Hai, et al.
Publicado: (2022)

Pentapeptide Nanoreactor as a Platform for Halogenations, Diels–Alder Reaction, and Morita–Baylis–Hillman Reaction
por: Debnath, Mintu, et al.
Publicado: (2019)

The Morita-Baylis-Hillman Reaction: Insights into Asymmetry and Reaction Mechanisms by Electrospray Ionization Mass Spectrometry
por: Carrasco-Sanchez, Verónica, et al.
Publicado: (2009)

Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
por: Wang, Tao, et al.
Publicado: (2018)

Lipase‐Catalysed Enzymatic Kinetic Resolution of Aromatic Morita‐Baylis‐Hillman Derivatives by Hydrolysis and Transesterification
por: Mathebula, Nompumelelo P., et al.
Publicado: (2022)

A Case Study of the Mechanism of Alcohol-Mediated Morita Baylis–Hillman Reactions. The Importance of Experimental Observations
por: Plata, R. Erik, et al.
Publicado: (2015)

Direct C(sp(3))–H allylation of 2-alkylpyridines with Morita–Baylis–Hillman carbonates via a tandem nucleophilic substitution/aza-Cope rearrangement
por: Wang, Siyu, et al.
Publicado: (2021)

Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita–Baylis–Hillman carbonates with maleimides
por: Deng, Hong-Ping, et al.
Publicado: (2012)

One-Electron Reduction Potentials: Calibration of Theoretical Protocols for Morita–Baylis–Hillman Nitroaromatic Compounds in Aprotic Media
por: Francisco da Silva, Amauri, et al.
Publicado: (2018)

Combining palladium and ammonium halide catalysts for Morita–Baylis–Hillman carbonates of methyl vinyl ketone: from 1,4-carbodipoles to ion pairs
por: Yang, Yang, et al.
Publicado: (2021)

Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents
por: Nelson, Grady L., et al.
Publicado: (2018)

Trypanosoma cruzi Cell Death Induced by the Morita-Baylis-Hillman Adduct 3-Hydroxy-2-Methylene-3-(4-Nitrophenylpropanenitrile)
por: Sandes, Jana M., et al.
Publicado: (2014)

Synthesis of 16 New Hybrids from Tetrahydropyrans Derivatives and Morita-Baylis-Hillman Adducts: In Vitro Screening against Leishmania donovani
por: de Oliveira Sousa, Suervy Canuto, et al.
Publicado: (2017)

Synthesis and In Vitro Anti Leishmania amazonensis Biological Screening of Morita-Baylis-Hillman Adducts Prepared from Eugenol, Thymol and Carvacrol
por: Xavier, Francisco José Seixas, et al.
Publicado: (2016)

Morita-Baylis-Hillman Adducts Display Anti-Inflammatory Effects by Modulating Inflammatory Mediator Expression in RAW264.7 Cells
por: Faheina-Martins, Glaucia V., et al.
Publicado: (2017)

Morita–Baylis–Hillman reaction of 3-formyl-9H-pyrido[3,4-b]indoles and fluorescence studies of the products
por: Devi, Nisha, et al.
Publicado: (2022)

Synthetic Access to Cyclopenta[a]inden-2(1H)-ones from Morita–Baylis–Hillman Products of 2-Alkynyl Benzaldehydes
por: Raji Reddy, Chada, et al.
Publicado: (2018)

Regioselective S(N)2' Mitsunobu reaction of Morita–Baylis–Hillman alcohols: A facile and stereoselective synthesis of α-alkylidene-β-hydrazino acid derivatives
por: Xu, Silong, et al.
Publicado: (2014)

A Convenient One-Pot Preparation of 2-Methyl-3-(phenylthio- methyl)quinolines from Morita-Baylis-Hillman Adducts and Their Oxidation to the Corresponding Sulfones
por: Ramesh, Chintakunta, et al.
Publicado: (2012)

Azidophosphonium salt-directed chemoselective synthesis of (E)/(Z)-cinnamyl-1H-triazoles and regiospecific access to bromomethylcoumarins from Morita–Baylis–Hillman adducts
por: Karthikeyan, Soundararajan, et al.
Publicado: (2020)

DABCO-Catalyzed Mono-/Diallylation of N-Unsubstituted Isatin N,N′-Cyclic Azomethine Imine 1,3-Dipoles with Morita-Baylis-Hillman Carbonates
por: Wang, Qiumi, et al.
Publicado: (2023)

SO(2)F(2) mediated cascade dehydrogenative Morita–Baylis–Hillman reaction of the C(sp(3))–H of primary alcohols with the C(sp(2))–H of electron-deficient olefins for the assembly of allylic alcohols
por: Jiang, Ying, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_1aefcvs0j6gbkjt70kt4nht74q