Cargando…

Continuous‐Flow Pd‐Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure

The development of a continuous‐flow protocol for a palladium‐catalyzed methoxycarbonylation of (hetero)aryl chlorides using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to thei...

Descripción completa

Detalles Bibliográficos
Autores principales:	Mata, Alejandro, Hone, Christopher A., Gutmann, Bernhard, Moens, Luc, Kappe, C. Oliver
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2019
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6813631/ https://www.ncbi.nlm.nih.gov/pubmed/31681449 http://dx.doi.org/10.1002/cctc.201801974

Ejemplares similares

Continuous‐flow Synthesis of Aryl Aldehydes by Pd‐catalyzed Formylation of Aryl Bromides Using Carbon Monoxide and Hydrogen
por: Hone, Christopher A., et al.
Publicado: (2018)

Continuous flow synthesis of aryl aldehydes by Pd-catalyzed formylation of phenol-derived aryl fluorosulfonates using syngas
por: Köckinger, Manuel, et al.
Publicado: (2020)

Efficient Pd‐Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents
por: Scherpf, Thorsten, et al.
Publicado: (2020)

Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
por: Ge, Shaozhong, et al.
Publicado: (2014)

Base‐Free Pd‐Catalyzed C−Cl Borylation of Fluorinated Aryl Chlorides
por: Budiman, Yudha P., et al.
Publicado: (2021)

Pd-catalyzed fluoro-carbonylation of aryl, vinyl, and heteroaryl iodides using 2-(difluoromethoxy)-5-nitropyridine
por: Liang, Yumeng, et al.
Publicado: (2020)

Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas
por: Liu, Zhenghui, et al.
Publicado: (2020)

Stereospecific Pd-Catalyzed Cross-Coupling Reactions of Secondary Alkylboron Nucleophiles and Aryl Chlorides
por: Li, Ling, et al.
Publicado: (2014)

Palladium-catalyzed benzylic C(sp(3))–H carbonylative arylation of azaarylmethyl amines with aryl bromides
por: Zhao, Haoqiang, et al.
Publicado: (2021)

Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes
por: Ding, Zhengtian, et al.
Publicado: (2022)

Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
por: Xu, Chang, et al.
Publicado: (2018)

The Concept of Chemical Generators: On-Site On-Demand Production of Hazardous Reagents in Continuous Flow
por: Dallinger, Doris, et al.
Publicado: (2020)

Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles
por: Potukuchi, Harish K., et al.
Publicado: (2015)

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

Pd-Catalyzed Nucleophilic Fluorination of Aryl Bromides
por: Lee, Hong Geun, et al.
Publicado: (2014)

Palladium-Catalyzed Amination of Aryl Chlorides and Bromides with Ammonium Salts
por: Green, Rebecca A., et al.
Publicado: (2014)

Palladium-Catalyzed α-Arylation of Aryl Acetic Acid Derivatives via Dienolate Intermediates with Aryl Chlorides and Bromides
por: Sha, Sheng-Chun, et al.
Publicado: (2015)

Highly bulky and stable geometry-constrained iminopyridines: Synthesis, structure and application in Pd-catalyzed Suzuki coupling of aryl chlorides
por: Lai, Yi, et al.
Publicado: (2017)

The Use of Molecular Oxygen for Liquid Phase Aerobic Oxidations in Continuous Flow
por: Hone, Christopher A., et al.
Publicado: (2018)

Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF
por: Fine Nathel, Noah F., et al.
Publicado: (2014)

Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups
por: Saadi, Jakub, et al.
Publicado: (2016)

Palladium-Catalyzed Regioselective Arylation of 1,1,3-Triaryl-2-azaallyl Anions with Aryl Chlorides
por: Li, Minyan, et al.
Publicado: (2014)

Computational Analysis of Enantioselective Pd-Catalyzed α-Arylation of Ketones
por: Orlandi, Manuel, et al.
Publicado: (2020)

Palladium-catalyzed chemoselective direct α-arylation of carbonyl compounds with chloroaryl triflates at the C–Cl site
por: Chen, Zicong, et al.
Publicado: (2022)

Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
por: Shinozuka, Tsuyoshi
Publicado: (2021)

A flexible approach to Pd-catalyzed carbonylations via aroyl dimethylaminopyridinium salts
por: Quesnel, Jeffrey S., et al.
Publicado: (2016)

Atom-Efficient Gold(I)-Chloride-Catalyzed Synthesis of α-Sulfenylated Carbonyl Compounds from Propargylic Alcohols and Aryl Thiols: Substrate Scope and Experimental and Theoretical Mechanistic Investigation
por: Biswas, Srijit, et al.
Publicado: (2013)

Continuous-Flow Synthesis of Δ(9)-Tetrahydrocannabinol and Δ(8)-Tetrahydrocannabinol from Cannabidiol
por: Bassetti, Benedetta, et al.
Publicado: (2023)

C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(i)–Pd(ii) catalysis vs. Pd(ii) catalysis
por: Cheng, Yaohang, et al.
Publicado: (2021)

5-Bromo-norborn-2-en-7-one derivatives as a carbon monoxide source for palladium catalyzed carbonylation reactions
por: Payne, China M., et al.
Publicado: (2019)

Pd-Catalyzed α-Arylation of Trimethylsilyl Enolates of α,α-Difluoroacetamides
por: Ge, Shaozhong, et al.
Publicado: (2014)

Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
por: Rassadin, Valentin A, et al.
Publicado: (2017)

Pd-Catalyzed Carbonyl Insertion Coupling Reactions of a Hypervalent Iodoheterocycle with Alcohols and Amines
por: Luo, Shengj-Jun, et al.
Publicado: (2005)

Torsional strain inversed chemoselectivity in a Pd-catalyzed atroposelective carbonylation reaction of dibenzothiophenium
por: Zhang, Qiuchi, et al.
Publicado: (2022)

An Automated Continuous Synthesis and Isolation for the Scalable Production of Aryl Sulfonyl Chlorides
por: Glace, Matthew, et al.
Publicado: (2023)

Autocatalytic Carbonyl Arylation through In Situ Release of Aryl Nucleophiles from N‐Aryl‐N′‐Silyldiazenes
por: Chauvier, Clément, et al.
Publicado: (2020)

Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
por: Friis, Stig D., et al.
Publicado: (2014)

Studying Regioisomer Formation in the Pd-Catalyzed Fluorination of Aryl Triflates by Deuterium Labeling
por: Milner, Phillip J., et al.
Publicado: (2014)

How bulky ligands control the chemoselectivity of Pd-catalyzed N-arylation of ammonia
por: Kim, Seoung-Tae, et al.
Publicado: (2019)

Replacing Conventional Carbon Nucleophiles with Electrophiles: Nickel-Catalyzed Reductive Alkylation of Aryl Bromides and Chlorides
por: Everson, Daniel A., et al.
Publicado: (2012)

Cannot write session to /tmp/vufind_sessions/sess_2vg8ner4l2m8bt275p1ri30lqu