Cargando…

Synthesis of γ-substituted carbonyl compounds from DMSO-mediated oxidation of enynamides: mechanistic insights and carbon- and hetero-functionalizations

Oxidative coupling of 1,3-enynamides using DMSO as a terminal oxidant has been developed. Carbon as well as unmodified heteroatom nucleophiles, including aliphatic alcohols, thiols, and hydrazides, could be efficiently alkylated at the γ-position in a highly regioselective fashion. The kinetic analy...

Descripción completa

Detalles Bibliográficos
Autores principales:	Nguyen, Quynh H., Nguyen, Nguyen H., Kim, Hanbyul, Shin, Seunghoon
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Royal Society of Chemistry 2019
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6849631/ https://www.ncbi.nlm.nih.gov/pubmed/31803452 http://dx.doi.org/10.1039/c9sc03663f

Ejemplares similares

Computational exploration for possible reaction pathways, regioselectivity, and influence of substrate in gold-catalyzed cycloaddition of cyanamides with enynamides
por: Zhang, Xinghui, et al.
Publicado: (2022)

Substituent Effects and Mechanistic Insights on the Catalytic Activities of (Tetraarylcyclopentadienone)iron Carbonyl Compounds in Transfer Hydrogenations and Dehydrogenations
por: Werley, Bryn K., et al.
Publicado: (2023)

Organocatalyzed ring-opening reactions of γ-carbonyl-substituted ε-caprolactones
por: Ota, Takayuki, et al.
Publicado: (2023)

Mechanistic Insights into Carbonyl-Directed Rhodium-Catalyzed Hydroboration: ab Initio Study of a Cyclic γ,δ-Unsaturated Amide
por: Yang, Zhao-Di, et al.
Publicado: (2014)

Toward Green Acylation of (Hetero)arenes: Palladium-Catalyzed Carbonylation of Olefins to Ketones
por: Liu, Jie, et al.
Publicado: (2017)

Effect of DMSO on lifespan and physiology in C. elegans : Implications for use of DMSO as a solvent for compound delivery
por: AlOkda, Abdelrahman, et al.
Publicado: (2022)

Silver/chiral pyrrolidinopyridine relay catalytic cycloisomerization/(2 + 3) cycloadditions of enynamides to asymmetrically synthesize bispirocyclopentenes as PDE1B inhibitors
por: Jiang, Jing, et al.
Publicado: (2023)

Towards Reduction or Substitution of Cytotoxic DMSO in Biobanking of Functional Bioengineered Megakaryocytes
por: Pogozhykh, Denys, et al.
Publicado: (2020)

Prediction of NHC-catalyzed chemoselective functionalizations of carbonyl compounds: a general mechanistic map
por: Li, Xue, et al.
Publicado: (2020)

Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation
por: Secka, Jim, et al.
Publicado: (2022)

Hetero-Type Benzannulation Leading to Substituted Benzothio-Phenes
por: Kono, Taro, et al.
Publicado: (2021)

Novel Synthesis of Substituted 2-Trifluoromethyl and 2-Perfluoroalkyl N-Arylpyridinium Compounds—Mechanistic Insights
por: El Kharrat, Salem, et al.
Publicado: (2019)

Phosphine-catalyzed divergent domino processes between γ-substituted allenoates and carbonyl-activated alkenes
por: Wu, Mingyue, et al.
Publicado: (2022)

Catalytic asymmetric addition of thiols to silyl glyoxylates for synthesis of multi-hetero-atom substituted carbon stereocenters
por: Guan, Mingming, et al.
Publicado: (2021)

Palladium(ii)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids
por: Matsuura, Rei, et al.
Publicado: (2018)

Microwave Sensor for the Determination of DMSO Concentration in Water–DMSO Binary Mixture
por: Harnsoongnoen, Supakorn, et al.
Publicado: (2023)

Cesium Carbonate-Catalyzed α-Phenylchalcogenation of Carbonyl Compounds with Diphenyl Dichalcogenide
por: Nishiyama, Yutaka, et al.
Publicado: (2009)

A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide
por: Tjutrins, Jevgenijs, et al.
Publicado: (2017)

Mechanistic Insights into the Biological Effects of Engineered Nanomaterials: A Focus on Gold Nanoparticles
por: Nguyen, Nhung H. A., et al.
Publicado: (2023)

Antileishmanial and antitrypanosomal activity of symmetrical dibenzyl-substituted α,β-unsaturated carbonyl-based compounds
por: Alkhaldi, Abdulsalam AM, et al.
Publicado: (2019)

Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel
por: Behrouzi, Leila, et al.
Publicado: (2022)

First Iridium(IV) Chloride–Dimethyl Sulfoxide Complex [H(dmso)(2)][IrCl(5)(dmso-κO)]: Synthesis and Structure along with Novel Polymorph Modifications of [H(dmso)(2)][trans-IrCl(4)(dmso-κS)(2)] and [H(dmso)][trans-IrCl(4)(dmso-κS)(2)]
por: Rudnitskaya, Olga V., et al.
Publicado: (2023)

Microstructural free volume and dynamics of cryoprotective DMSO–water mixtures at low DMSO concentration
por: Čechová, Katarína, et al.
Publicado: (2019)

Mechanistic Insight into PPARγ and Tregs in Atherosclerotic Immune Inflammation
por: Gao, Zhao, et al.
Publicado: (2021)

Thermo‐Reversible Cellulose Micro Phase‐Separation in Mixtures of Methyltributylphosphonium Acetate and γ‐Valerolactone or DMSO
por: Holding, Ashley J., et al.
Publicado: (2022)

Ligand-Enabled γ-C–H Olefination and Carbonylation: Construction of β-Quaternary Carbon Centers
por: Li, Suhua, et al.
Publicado: (2014)

The Persecuted Drug. The Story of DMSO
por: McGuire, Joseph
Publicado: (1975)

Flow carbonylation of sterically hindered ortho-substituted iodoarenes
por: Mallia, Carl J, et al.
Publicado: (2016)

Weak Interactions in Dimethyl Sulfoxide (DMSO)–Tertiary Amide Solutions: The Versatility of DMSO as a Solvent
por: Di Mino, Camilla, et al.
Publicado: (2023)

(Hetero)aryl substituted thiazol-2,4-yl scaffold as human carbonic anhydrase I, II, VII and XIV activators
por: Rami, Marouan, et al.
Publicado: (2019)

Benchmarking quantum chemical methods for accurate gas-phase structure predictions of carbonyl compounds: the case of ethyl butyrate
por: Sutikdja, Lilian W., et al.
Publicado: (2023)

Reactivity of (Vicinal) Carbonyl Compounds with Urea
por: Jong, Jacobus A. W., et al.
Publicado: (2019)

Method for the Determination of Carbonyl Compounds in E-Cigarette Aerosols
por: Flora, Jason W., et al.
Publicado: (2017)

DMSO modulates the pathway of apoptosis triggering
por: Banič, Blaž, et al.
Publicado: (2011)

Nanostructured Carbon Nitride for Continuous-Flow Trifluoromethylation of (Hetero)arenes
por: Sivo, Alessandra, et al.
Publicado: (2023)

Hydrogenation of CO(2) to Formic Acid with a Highly Active Ruthenium Acriphos Complex in DMSO and DMSO/Water
por: Rohmann, Kai, et al.
Publicado: (2016)

Dissolution of Cellulose in Ionic Liquid–DMSO Mixtures: Roles of DMSO/IL Ratio and the Cation Alkyl Chain Length
por: Ren, Fei, et al.
Publicado: (2021)

Mechanistic Studies of the Palladium-Catalyzed Desulfinative Cross-Coupling of Aryl Bromides and (Hetero)Aryl Sulfinate Salts
por: de Gombert, Antoine, et al.
Publicado: (2020)

How Single Amino Acid Substitutions Can Disrupt a Protein Hetero-Dimer Interface: Computational and Experimental Studies of the LigAB Dioxygenase from Sphingobium sp. Strain SYK-6
por: Rafalowski, Angelika, et al.
Publicado: (2023)

Copper catalyzed borocarbonylation of benzylidenecyclopropanes through selective proximal C–C bond cleavage: synthesis of γ-boryl-γ,δ-unsaturated carbonyl compounds
por: Yang, Li-Miao, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_7em5e780mm3n6baemakg3mj1gb