Cargando…

Coupling of Challenging Heteroaryl Halides with Alkyl Halides via Nickel-Catalyzed Cross-Electrophile Coupling

[Image: see text] Despite their importance, the synthesis of alkylated heterocycles from the cross-coupling of Lewis basic nitrogen heteroaryl halides with alkyl halides remains a challenge. We report here a general solution to this challenge enabled by a new collection of ligands based around 2-pyr...

Descripción completa

Detalles Bibliográficos
Autores principales:	Hansen, Eric C., Li, Changfeng, Yang, Sihang, Pedro, Dylan, Weix, Daniel J.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2017
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5539790/ https://www.ncbi.nlm.nih.gov/pubmed/28682073 http://dx.doi.org/10.1021/acs.joc.7b01334

Ejemplares similares

Methods and Mechanisms for Cross-Electrophile Coupling of Csp(2) Halides with Alkyl Electrophiles
por: Weix, Daniel J.
Publicado: (2015)

Enantioselective Csp3-Csp3 formation by nickel-catalyzed enantioconvergent cross-electrophile alkyl-alkyl coupling of unactivated alkyl halides
por: Zhao, Wen-Tao, et al.
Publicado: (2023)

Ruthenium-Catalyzed C–H Arylation of Diverse Aryl Carboxylic Acids with Aryl and Heteroaryl Halides
por: Huang, Liangbin, et al.
Publicado: (2016)

Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
por: Yang, Yang, et al.
Publicado: (2014)

Cross‐Coupling of Sodium Sulfinates with Aryl, Heteroaryl, and Vinyl Halides by Nickel/Photoredox Dual Catalysis
por: Yue, Huifeng, et al.
Publicado: (2018)

Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides
por: Ackerman, Laura K. G., et al.
Publicado: (2015)

Electrochemical Nickel-Catalyzed C(sp(3))–C(sp(3)) Cross-Coupling of Alkyl Halides with Alkyl Tosylates
por: Ibrahim, Malek Y. S., et al.
Publicado: (2023)

Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
por: Molander, Gary A., et al.
Publicado: (2014)

Correction: Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides
por: Ackerman, Laura K. G., et al.
Publicado: (2015)

Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates
por: Sardzinski, Logan W., et al.
Publicado: (2015)

Further correction: Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides
por: Ackerman, Laura K. G., et al.
Publicado: (2017)

Ni-catalyzed deaminative cross-electrophile coupling of Katritzky salts with halides via C─N bond activation
por: Ni, Shengyang, et al.
Publicado: (2019)

Enantioselective Cross-Coupling of meso-Epoxides with Aryl Halides
por: Zhao, Yang, et al.
Publicado: (2015)

Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols
por: Jia, Xue-Gong, et al.
Publicado: (2017)

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

Nickel-catalyzed electrochemical carboxylation of unactivated aryl and alkyl halides with CO(2)
por: Sun, Guo-Quan, et al.
Publicado: (2021)

Z-Selective Olefin Synthesis via Iron-Catalyzed Reductive Coupling of Alkyl Halides with Terminal Arylalkynes
por: Cheung, Chi Wai, et al.
Publicado: (2015)

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

Site-selective Suzuki–Miyaura coupling of heteroaryl halides – understanding the trends for pharmaceutically important classes
por: Almond-Thynne, Joshua, et al.
Publicado: (2017)

Nickel-catalyzed coupling reaction of alkyl halides with aryl Grignard reagents in the presence of 1,3-butadiene: mechanistic studies of four-component coupling and competing cross-coupling reactions
por: Iwasaki, Takanori, et al.
Publicado: (2018)

Amine synthesis via iron-catalysed reductive coupling of nitroarenes with alkyl halides
por: Cheung, Chi Wai, et al.
Publicado: (2016)

Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst
por: Cheung, Chi Wai, et al.
Publicado: (2014)

α‐Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox‐Catalyzed Cross‐Electrophile Couplings of Distinct Organic Halides
por: Tian, Xianhai, et al.
Publicado: (2022)

Cobalt‐Catalyzed Suzuki Biaryl Coupling of Aryl Halides
por: Asghar, Soneela, et al.
Publicado: (2017)

Copper-catalyzed arylation of alkyl halides with arylaluminum reagents
por: Shrestha, Bijay, et al.
Publicado: (2015)

Nickel‐Catalyzed, Reductive C(sp(3))−Si Cross‐Coupling of α‐Cyano Alkyl Electrophiles and Chlorosilanes
por: Zhang, Liangliang, et al.
Publicado: (2021)

Erratum: Amine synthesis via iron-catalysed reductive coupling of nitroarenes with alkyl halides
por: Cheung, Chi Wai, et al.
Publicado: (2016)

Formal enantioconvergent substitution of alkyl halides via catalytic asymmetric photoredox radical coupling
por: Li, Jiangtao, et al.
Publicado: (2018)

Nickel-catalyzed migratory alkyl–alkyl cross-coupling reaction
por: Li, Yangyang, et al.
Publicado: (2020)

Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides
por: Gao, Nanxing, et al.
Publicado: (2022)

Ligand-enabled Ni-catalysed enantioconvergent intermolecular Alkyl-Alkyl cross-coupling between distinct Alkyl halides
por: Zhao, Wen-Tao, et al.
Publicado: (2023)

Facile Attachment of Halides and Pseudohalides to Dodecaborate(2-) via Pd-catalyzed Cross-Coupling
por: Al-Joumhawy, Mahmoud K., et al.
Publicado: (2023)

Cross-Electrophile Coupling: Principles of Reactivity and Selectivity
por: Everson, Daniel A., et al.
Publicado: (2014)

DFT insight into asymmetric alkyl–alkyl bond formation via nickel-catalysed enantioconvergent reductive coupling of racemic electrophiles with olefins
por: Zhang, Chao-Shen, et al.
Publicado: (2022)

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
por: Cherney, Alan H., et al.
Publicado: (2014)

Electroreductive Nickel‐Catalyzed Thiolation: Efficient Cross‐Electrophile Coupling for C−S Formation
por: Ang, Nate W. J., et al.
Publicado: (2021)

Stereospecific Nickel-Catalyzed Cross-Electrophile Coupling Reaction of Alkyl Mesylates and Allylic Difluorides to Access Enantioenriched Vinyl Fluoride-Substituted Cyclopropanes
por: Lin, Patricia C., et al.
Publicado: (2023)

Stereoretentive Pd-Catalyzed Kumada–Corriu Couplings of Alkenyl Halides at Room Temperature
por: Krasovskiy, Arkady L., et al.
Publicado: (2014)

Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
por: Lutter, Ferdinand H., et al.
Publicado: (2020)

Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides
por: Markovic, Tim, et al.
Publicado: (2017)

Cannot write session to /tmp/vufind_sessions/sess_ic9mcp39ul9e6n7h0teup1o7co