Cargando…

N‐Heterocyclic Carbene/Carboxylic Acid Co‐Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading

We report the discovery that simple carboxylic acids, such as benzoic acid, boost the activity of N‐heterocyclic carbene (NHC) catalysts in the oxidative esterification of aldehydes. A simple and efficient protocol for the transformation of a wide range of sterically hindered α‐ and β‐substituted al...

Descripción completa

Detalles Bibliográficos
Autores principales:	Harnying, Wacharee, Sudkaow, Panyapon, Biswas, Animesh, Berkessel, Albrecht
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2021
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457137/ https://www.ncbi.nlm.nih.gov/pubmed/34010504 http://dx.doi.org/10.1002/anie.202104712

Ejemplares similares

Acyl Donor Intermediates in N‐Heterocyclic Carbene Catalysis: Acyl Azolium or Azolium Enolate?
por: Biswas, Animesh, et al.
Publicado: (2021)

Differentiating Catalysis in the Dearomative [4 + 2]-Cycloaddition Involving Enals and Heteroaromatic Aldehydes
por: Topolska, Aleksandra, et al.
Publicado: (2022)

Formation of Breslow Intermediates from N‐Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal
por: Wessels, Alina, et al.
Publicado: (2022)

Carbene catalyzed umpolung of α,β-enals: a reactivity study of diamino dienols vs. azolium enolates, and the characterization of advanced reaction intermediates
por: Yatham, Veera Reddy, et al.
Publicado: (2015)

Oxidative N‐Heterocyclic Carbene Catalysis
por: De Risi, Carmela, et al.
Publicado: (2022)

N-Heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate
por: Chen, Xiang-Yu, et al.
Publicado: (2017)

Aryl radical-mediated N-heterocyclic carbene catalysis
por: Matsuki, Yuki, et al.
Publicado: (2021)

Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes
por: Chen, Qiao, et al.
Publicado: (2018)

Manganese(iii) complexes stabilized with N-heterocyclic carbene ligands for alcohol oxidation catalysis
por: Rigoni, Giacomo, et al.
Publicado: (2023)

Recent advances in N-heterocyclic carbene-based radical catalysis
por: Ishii, Takuya, et al.
Publicado: (2020)

Recent advances in combining photo- and N-heterocyclic carbene catalysis
por: Wang, Xiaochen, et al.
Publicado: (2023)

Enantioselective N-Heterocyclic Carbene-Catalyzed β-Hydroxylation of Enals Using Nitroarenes: An Atom Transfer Reaction That Proceeds via Single Electron Transfer
por: White, Nicholas A., et al.
Publicado: (2014)

A C(1)-symmetric N-heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones
por: Lin, Jun-Bing, et al.
Publicado: (2018)

Chemo-selective cross reaction of two enals via carbene-catalyzed dual activation
por: Peng, Xiaolin, et al.
Publicado: (2020)

Recent Advances in Catalysis Involving Bidentate N-Heterocyclic Carbene Ligands
por: Neshat, Abdollah, et al.
Publicado: (2021)

Light opens a new window for N-heterocyclic carbene catalysis
por: Liu, Jing, et al.
Publicado: (2020)

Enantioselective S(N)2 Alkylation of Homoenolates by N‐Heterocyclic Carbene Catalysis
por: Li, En, et al.
Publicado: (2023)

Stereodivergent propargylic alkylation of enals via cooperative NHC and copper catalysis
por: Wen, Yu-Hua, et al.
Publicado: (2022)

Asymmetric redox benzylation of enals enabled by NHC/Ru cooperative catalysis
por: Li, Shuai, et al.
Publicado: (2023)

MOF-Zn-NHC as an efficient N-heterocyclic carbene catalyst for aerobic oxidation of aldehydes to their corresponding carboxylic acids via a cooperative geminal anomeric based oxidation
por: Babaee, Saeed, et al.
Publicado: (2021)

Asymmetric N-Heterocyclic Carbene Catalyzed Annulation of 2-Alkenylbenzothiazoles with α-Chloro Aldehydes
por: Song, Xiaoxiao, et al.
Publicado: (2014)

N-Heterocyclic carbene-catalyzed deaminative cross-coupling of aldehydes with Katritzky pyridinium salts
por: Kim, Inwon, et al.
Publicado: (2020)

Influence of bulky yet flexible N-heterocyclic carbene ligands in gold catalysis
por: Collado, Alba, et al.
Publicado: (2015)

Metal-organic frameworks bonded with metal N-heterocyclic carbenes for efficient catalysis
por: He, Chang, et al.
Publicado: (2021)

N-Heterocyclic carbenes
por: Nolan, Steven P
Publicado: (2015)

Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid
por: Lamm, Vladimir, et al.
Publicado: (2013)

Insights into the Competing Mechanisms and Origin of Enantioselectivity for N-Heterocyclic Carbene-Catalyzed Reaction of Aldehyde with Enamide
por: Qiao, Yan, et al.
Publicado: (2016)

Rate and equilibrium constants for the addition of triazolium salt derived N-heterocyclic carbenes to heteroaromatic aldehydes
por: Duan, Zhuan, et al.
Publicado: (2022)

N‐Heterocyclic Carbene Organocatalysis: With or Without Carbenes?
por: Gehrke, Sascha, et al.
Publicado: (2020)

Hybrid Surfactants with N‐Heterocyclic Carbene Heads as a Multifunctional Platform for Interfacial Catalysis
por: Donner, Adrian, et al.
Publicado: (2017)

Salicylic diamines selectively eliminate residual undifferentiated cells from pluripotent stem cell-derived cardiomyocyte preparations
por: Burkert, Karsten, et al.
Publicado: (2021)

Alkyne hydroarylation with Au N-heterocyclic carbene catalysts
por: Tubaro, Cristina, et al.
Publicado: (2013)

Supramolecular Immobilization of Adamantyl and Carboxylate Modified N-Heterocyclic Carbene Ligand on Cucurbituril Substrates
por: Keita, Hamidou
Publicado: (2022)

N-Heterocyclic carbene/Brønsted acid cooperative catalysis as a powerful tool in organic synthesis
por: De Vreese, Rob, et al.
Publicado: (2012)

Thiazol-2-ylidenes as N-Heterocyclic carbene ligands with enhanced electrophilicity for transition metal catalysis
por: Zhang, Jin, et al.
Publicado: (2022)

Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
por: Cheng, Junjie, et al.
Publicado: (2016)

A family of N-heterocyclic carbene-stabilized borenium ions for metal-free imine hydrogenation catalysis
por: Farrell, Jeffrey M., et al.
Publicado: (2015)

Stabilization of Nanoparticles Produced by Hydrogenation of Palladium–N-Heterocyclic Carbene Complexes on the Surface of Graphene and Implications in Catalysis
por: Mollar-Cuni, Andrés, et al.
Publicado: (2018)

Complementing Pyridine‐2,6‐bis(oxazoline) with Cyclometalated N‐Heterocyclic Carbene for Asymmetric Ruthenium Catalysis
por: Li, Long, et al.
Publicado: (2020)

Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis
por: Liu, Kun, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_vjplue8vgpg3jci91s8tignf5l