Cargando…

Grignard Reagent Utilization Enables a Practical and Scalable Construction of 3-Substituted 5-Chloro-1,6-naphthyridin-4-one Derivatives

A robust, practical, and scalable approach for the construction of 3-substituted 5-chloro-1,6-naphthyridin-4-one derivatives 13 via the addition of Grignard reagents to 4-amino-2-chloronicotinonitrile (15) was developed. Starting with various Grignard reagents, a wide range of 3-substituted 5-chloro...

Descripción completa

Detalles Bibliográficos
Autores principales:	Wang, Ming-Shu, Gong, Yi, Yu, Zhi-Cheng, Tian, Yan-Guang, Zhuo, Lin-Sheng, Huang, Wei, She, Neng-Fang
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2020
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7730554/ https://www.ncbi.nlm.nih.gov/pubmed/33271818 http://dx.doi.org/10.3390/molecules25235667

Ejemplares similares

Iron‐catalyzed Cross‐Coupling of Propargyl Carboxylates and Grignard Reagents: Synthesis of Substituted Allenes
por: Kessler, Simon N., et al.
Publicado: (2016)

Pd-catalyzed allylative dearomatisation using Grignard reagents
por: Boldrini, Cosimo, et al.
Publicado: (2021)

Grignard Reagent-Catalyzed Hydroboration of Esters, Nitriles, and Imines
por: Han, Hyun Ji, et al.
Publicado: (2023)

Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
por: Colas, Kilian, et al.
Publicado: (2022)

Catalytic enantioselective addition of Grignard reagents to aromatic silyl ketimines
por: Rong, Jiawei, et al.
Publicado: (2016)

Investigation of Grignard Reagent as an Advanced Base for Aza-Claisen Rearrangement
por: Song, Bo Reum, et al.
Publicado: (2019)

Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
por: Horan, Alexandra M., et al.
Publicado: (2021)

Halogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents
por: Hirbawi, Nadia, et al.
Publicado: (2022)

A Synthesis of Substituted α-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents
por: Kessler, Simon N., et al.
Publicado: (2016)

Tertiary amine synthesis via reductive coupling of amides with Grignard reagents
por: Xie, Lan-Gui, et al.
Publicado: (2017)

Cobalt-Catalyzed (Hetero)arylation of Saturated Cyclic Amines with Grignard Reagents
por: Barré, Baptiste, et al.
Publicado: (2018)

Unusual Nucleophilic Addition of Grignard Reagents in the Synthesis of 4-Amino-pyrimidines
por: Tinson, Ryan A. J., et al.
Publicado: (2018)

Highly Enantioselective Catalytic Addition of Grignard Reagents to N‐Heterocyclic Acceptors
por: Guo, Yafei, et al.
Publicado: (2019)

Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions
por: Guo, Yafei, et al.
Publicado: (2021)

Morphological Plasticity of LiCl Clusters Interacting with Grignard Reagent in Tetrahydrofuran
por: de Giovanetti, Marinella, et al.
Publicado: (2023)

Regioselective addition of Grignard reagents to N-acylpyrazinium salts: synthesis of substituted 1,2-dihydropyrazines and Δ(5)-2-oxopiperazines
por: St. Hilaire, Valentine R, et al.
Publicado: (2019)

Asymmetric addition of Grignard reagents to ketones: culmination of the ligand-mediated methodology allows modular construction of chiral tertiary alcohols
por: Monasterolo, Claudio, et al.
Publicado: (2022)

Copper-Catalyzed Oxidative Homo- and Cross-Coupling of Grignard Reagents Using Diaziridinone
por: Zhu, Yingguang, et al.
Publicado: (2014)

Copper-Free Alternatives to Access Ketone Building Blocks from Grignard Reagents
por: Taeschler, Christoph, et al.
Publicado: (2022)

Kumada–Tamao–Corriu Type Reaction of Aromatic Bromo- and Iodoamines with Grignard Reagents
por: Zielińska, Alicja A., et al.
Publicado: (2023)

Copper‐Catalyzed Addition of Grignard Reagents to in situ Generated Indole‐Derived Vinylogous Imines
por: Ge, Luo, et al.
Publicado: (2020)

Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents
por: Liu, Lei, et al.
Publicado: (2020)

Transition metal-free domino acyl substitution/Michael addition of alkenyl Grignard reagents to lactam esters: synthesis of lactam-bearing homoallylic ketones
por: Farah, Abdikani Omar, et al.
Publicado: (2020)

Iron-Catalyzed Coupling of Aryl Grignard Reagents with Alkyl Halides: A Competitive Hammett Study**
por: Hedström, Anna, et al.
Publicado: (2011)

Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Benzylic Ethers with Isotopically-Labeled Grignard Reagents
por: Dawson, David D., et al.
Publicado: (2015)

Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow
por: Deng, Yuchao, et al.
Publicado: (2019)

Iron‐Catalyzed Cross‐Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols
por: Posevins, Daniels, et al.
Publicado: (2021)

Sequential olefination–dimerisation of benzylic dithioacetals by the nickel-catalysed reaction with methyl Grignard or zinc reagent
por: Yu, Lei, et al.
Publicado: (2022)

7-(2-Chlorophenyl)-2,6,9-trimethyldibenzo[b,h][1,6]naphthyridine
por: Vennila, K. N., et al.
Publicado: (2010)

Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex
por: Hashimoto, Toru, et al.
Publicado: (2019)

Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds
por: Zhang, Yuewei, et al.
Publicado: (2020)

Iron-Catalyzed Cross-Coupling of α-Allenyl Esters with Grignard Reagents for the Synthesis of 1,3-Dienes
por: Kong, Wei-Jun, et al.
Publicado: (2023)

Catalytic Access to 4-(sec-Alkyl)Anilines via 1,6-Conjugate Addition of Grignard Reagents to in Situ Generated aza-p-Quinone Methides
por: Zurro, Mercedes, et al.
Publicado: (2022)

Unexpected Behavior of Enaminones: Interesting New Routes to 1,6-Naphthyridines, 2-Oxopyrrolidines and Pyrano[4,3,2-de][1,6]naphthyridines
por: Moustafa, Moustafa Sherief, et al.
Publicado: (2012)

Iron-Catalyzed C(sp(2))–C(sp(3)) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents
por: Bisz, Elwira, et al.
Publicado: (2020)

Regioselectivity in Reactions between Bis(2-benzothiazolyl)ketone and Vinyl Grignard Reagents: C- versus O-alkylation—Part III †
por: Boga, Carla, et al.
Publicado: (2018)

Rapid and Scalable Halosulfonylation of Strain‐Release Reagents
por: Pickford, Helena D., et al.
Publicado: (2022)

Grignard coupling-based synthesis of vinyl-substituted hydridopolycarbosilane: effect of starting material and polymerization behavior
por: Jeong, Minji, et al.
Publicado: (2021)

Many Mg–Mg bonds form the core of the Mg(16)Cp*8Br(4)K cluster anion: the key to a reassessment of the Grignard reagent (GR) formation process?
por: Kruczyński, T., et al.
Publicado: (2016)

Conjugate Addition of Grignard Reagents to Thiochromones Catalyzed by Copper Salts: A Unified Approach to Both 2-Alkylthiochroman-4-One and Thioflavanone
por: Bellinger, Tania J., et al.
Publicado: (2020)

Cannot write session to /tmp/vufind_sessions/sess_nc3eql500uaau5tgu4nspss6a3