Cargando…

New Organocatalyst Scaffolds with High Activity in Promoting Hydrazone and Oxime Formation at Neutral pH

[Image: see text] The discovery of two new classes of catalysts for hydrazone and oxime formation in water at neutral pH, namely 2-aminophenols and 2-(aminomethyl)benzimidazoles, is reported. Kinetics studies in aqueous solutions at pH 7.4 revealed rate enhancements up to 7-fold greater than with cl...

Descripción completa

Detalles Bibliográficos
Autores principales:	Larsen, Dennis, Pittelkow, Michael, Karmakar, Saswata, Kool, Eric T.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2014
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4301078/ https://www.ncbi.nlm.nih.gov/pubmed/25545888 http://dx.doi.org/10.1021/ol503372j

Ejemplares similares

Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
por: Kool, Eric T., et al.
Publicado: (2014)

Exceptionally rapid oxime and hydrazone formation promoted by catalytic amine buffers with low toxicity
por: Larsen, Dennis, et al.
Publicado: (2018)

Boronic acids facilitate rapid oxime condensations at neutral pH
por: Schmidt, Pascal, et al.
Publicado: (2015)

Reaction of Nitrilimines and Nitrile Oxides with Hydrazines, Hydrazones and Oximes
por: Ferwanah, Abdel-Rahman S., et al.
Publicado: (2005)

Site-selective C–C modification of proteins at neutral pH using organocatalyst-mediated cross aldol ligations
por: Spears, Richard J., et al.
Publicado: (2018)

A review on biological activities of Schiff base, hydrazone, and oxime derivatives of curcumin
por: Omidi, Sakineh, et al.
Publicado: (2020)

The aminoindanol core as a key scaffold in bifunctional organocatalysts
por: G. Sonsona, Isaac, et al.
Publicado: (2016)

An Amphiphilic Pyridinoyl-hydrazone Probe for Colorimetric and Fluorescence pH Sensing
por: Diana, Rosita, et al.
Publicado: (2019)

Hydrazone-Containing Triblock Copolymeric Micelles for pH-Controlled Drug Delivery
por: Qi, Peilan, et al.
Publicado: (2018)

Direct nucleophilic and electrophilic activation of alcohols using a unified boron-based organocatalyst scaffold
por: Rygus, Jason P. G., et al.
Publicado: (2023)

Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH
por: Wang, Shujiang, et al.
Publicado: (2018)

Carbapenems as water soluble organocatalysts
por: Williams, Thomas L., et al.
Publicado: (2018)

Uncovering the Role of Bicarbonate in Calcium Carbonate Formation at Near‐Neutral pH
por: Huang, Yu‐Chieh, et al.
Publicado: (2021)

DNA i-motif formation at neutral pH is driven by kinetic partitioning
por: Školáková, Petra, et al.
Publicado: (2023)

Ratiometric pH-Responsive (19)F Magnetic Resonance Imaging Contrast Agents Based on Hydrazone Switches
por: Janasik, Dawid, et al.
Publicado: (2022)

Oximes
por: Cannon, Gillian
Publicado: (2020)

Chemical signal activation of an organocatalyst enables control over soft material formation
por: Trausel, Fanny, et al.
Publicado: (2017)

Afforestation neutralizes soil pH
por: Hong, Songbai, et al.
Publicado: (2018)

New Hydrazones Bearing Thiazole Scaffold: Synthesis, Characterization, Antimicrobial, and Antioxidant Investigation
por: Nastasă, Cristina, et al.
Publicado: (2015)

Asymmetric Synthesis of Spirooxindoles via Nucleophilic Epoxidation Promoted by Bifunctional Organocatalysts
por: Miceli, Martina, et al.
Publicado: (2018)

Expedient synthesis of E-hydrazone esters and 1H-indazole scaffolds through heterogeneous single-atom platinum catalysis
por: Liu, Cuibo, et al.
Publicado: (2019)

Selective activation of organocatalysts by specific signals
por: Maity, Chandan, et al.
Publicado: (2018)

Synthesis and Applications of Carbohydrate-Based Organocatalysts
por: Wojaczyńska, Elżbieta, et al.
Publicado: (2021)

Organocatalyst based cross-catalytic system
por: Veenstra, Marieke J., et al.
Publicado: (2022)

Benzamide oxime
por: Xu, Shu-Qing, et al.
Publicado: (2008)

Hydrazone Molecular Switches with Paramagnetic Center as (19)F Magnetic Resonance Imaging Relaxation Enhancement Agents for pH Imaging
por: Janasik, Dawid, et al.
Publicado: (2023)

The role of conformational flexibility in β(2)-microglobulin amyloid fibril formation at neutral pH
por: Hodkinson, John P, et al.
Publicado: (2012)

Sulfenate anions as organocatalysts for benzylic chloromethyl coupling polymerization via C=C bond formation
por: Li, Minyan, et al.
Publicado: (2018)

Light-driven, heterogeneous organocatalysts for C–C bond formation toward valuable perfluoroalkylated intermediates
por: Filippini, Giacomo, et al.
Publicado: (2020)

Towards Tartaric-Acid-Derived Asymmetric Organocatalysts
por: Gratzer, Katharina, et al.
Publicado: (2013)

Imidazolinium and amidinium salts as Lewis acid organocatalysts
por: Sereda, Oksana, et al.
Publicado: (2012)

Quantification of Electrophilic Activation by Hydrogen-Bonding Organocatalysts
por: Walvoord, Ryan R., et al.
Publicado: (2014)

A complementary pair of enantioselective switchable organocatalysts
por: De Bo, Guillaume, et al.
Publicado: (2017)

Chiral Diol-Based Organocatalysts in Enantioselective Reactions
por: Nguyen, Truong N., et al.
Publicado: (2018)

Syntheses of new chiral chimeric photo-organocatalysts
por: Lyu, Jiyaun, et al.
Publicado: (2021)

Organocatalyst-mediated five-pot synthesis of (–)-quinine
por: Terunuma, Takahiro, et al.
Publicado: (2022)

Synthesis and In Vitro Antitumor Activity of Naringenin Oxime and Oxime Ether Derivatives
por: Latif, Ahmed Dhahir, et al.
Publicado: (2019)

Fast and selective labeling of N-terminal cysteines at neutral pH via thiazolidino boronate formation
por: Bandyopadhyay, Anupam, et al.
Publicado: (2016)

Ocular Effects of Glycyrrhizin at Acidic and Neutral pH
por: Somayajulu, Mallika, et al.
Publicado: (2022)

An efficient PEGylated liposomal nanocarrier containing cell-penetrating peptide and pH-sensitive hydrazone bond for enhancing tumor-targeted drug delivery
por: Ding, Yuan, et al.
Publicado: (2015)

Cannot write session to /tmp/vufind_sessions/sess_5ebgq87kgs8nv7fboj9liihvc8