Cargando…

Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4‐Dioxane

A practical method for radical chain reduction of various aryl bromides and chlorides is introduced. The thermal process uses NaH and 1,4‐dioxane as reagents and 1,10‐phenanthroline as an initiator. Hydrodehalogenation can be combined with typical cyclization reactions, proving the nature of the rad...

Descripción completa

Detalles Bibliográficos
Autores principales:	Hokamp, Tobias, Dewanji, Abhishek, Lübbesmeyer, Maximilian, Mück‐Lichtenfeld, Christian, Würthwein, Ernst‐Ulrich, Studer, Armido
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2017
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5698765/ https://www.ncbi.nlm.nih.gov/pubmed/28841248 http://dx.doi.org/10.1002/anie.201706534

Ejemplares similares

Metal‐Free Radical Borylation of Alkyl and Aryl Iodides
por: Cheng, Ying, et al.
Publicado: (2018)

Radical Aryl Migration from Boron to Carbon
por: Wang, Dinghai, et al.
Publicado: (2021)

Remote C−H functionalization using radical translocating arylating groups
por: Friese, Florian W., et al.
Publicado: (2018)

1,n-Bisborylalkanes via Radical Boron Migration
por: Wang, Dinghai, et al.
Publicado: (2020)

Photocatalytic phosphine-mediated water activation for radical hydrogenation
por: Zhang, Jingjing, et al.
Publicado: (2023)

Azodioxy compounds as precursors for C-radicals and their application in thermal styrene difunctionalization
por: Plöger, Stefanie, et al.
Publicado: (2022)

Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes
por: Cheng, Ying, et al.
Publicado: (2018)

Hydrogen Atom Transfer Induced Boron Retaining Coupling of Organoboronic Esters and Organolithium Reagents
por: Wang, Dinghai, et al.
Publicado: (2019)

Exploiting the radical reactivity of diazaphosphinanes in hydrodehalogenations and cascade cyclizations
por: Zhang, Jingjing, et al.
Publicado: (2020)

Base-Promoted C–C Bond Activation Enables Radical Allylation with Homoallylic Alcohols
por: Lübbesmeyer, Maximilian, et al.
Publicado: (2020)

1,4-Aryl migration in ketene-derived enolates by a polar-radical-crossover cascade
por: Radhoff, Niklas, et al.
Publicado: (2022)

Functionalization of α‐C(sp(3))−H Bonds in Amides Using Radical Translocating Arylating Groups
por: Radhoff, Niklas, et al.
Publicado: (2020)

A Convenient and Stable Heterogeneous Nickel Catalyst for Hydrodehalogenation of Aryl Halides Using Molecular Hydrogen
por: Leonard, David K., et al.
Publicado: (2022)

Aryl Bromides and Aryl Chlorides for the Direct Arylation of Benzylic Amines Mediated by Ruthenium(II)
por: Dastbaravardeh, Navid, et al.
Publicado: (2013)

Stereoselective Lewis base catalyzed formal 1,3-dipolar cycloaddition of azomethine imines with mixed anhydrides
por: Hesping, Lena, et al.
Publicado: (2015)

The special role of B(C(6)F(5))(3) in the single electron reduction of quinones by radicals
por: Tao, Xin, et al.
Publicado: (2018)

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)

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

Formal β‐C−H Arylation of Aldehydes and Ketones by Cooperative Nickel and Photoredox Catalysis
por: Liu, Kun, et al.
Publicado: (2022)

Arynes as Radical Acceptors: TEMPO‐Mediated Cascades Comprising Addition, Cyclization, and Trapping
por: Scherübl, Maximilian, et al.
Publicado: (2020)

Perfluoroalkylation of Aryl-N,N-dimethyl Hydrazones Using Hypervalent Iodine(III) Reagents or Perfluoroalkyl Iodides
por: Janhsen, Benjamin, et al.
Publicado: (2017)

Iodine(III) Reagents in Radical Chemistry
por: Wang, Xi, et al.
Publicado: (2017)

Mixed-ligand complexes of paddlewheel dinuclear molybdenum as hydrodehalogenation catalysts for polyhaloalkanes
por: Tsurugi, Hayato, et al.
Publicado: (2015)

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

Cooperative NHC and Photoredox Catalysis for the Synthesis of β‐Trifluoromethylated Alkyl Aryl Ketones
por: Meng, Qing‐Yuan, et al.
Publicado: (2020)

Alkene 1,2‐Difunctionalization by Radical Alkenyl Migration
por: Tang, Xinjun, et al.
Publicado: (2017)

α-Perfluoroalkyl-β-alkynylation of alkenes via radical alkynyl migration
por: Tang, Xinjun, et al.
Publicado: (2017)

Photo-Induced, Phenylhydrazine-Promoted Transition-Metal-Free Dehalogenation of Aryl Fluorides, Chlorides, Bromides, and Iodides
por: Zhu, Yiwei, et al.
Publicado: (2023)

Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates
por: Wang, Xi, et al.
Publicado: (2017)

Cooperative NHC/Photoredox Catalyzed Ring‐Opening of Aryl Cyclopropanes to 1‐Aroyloxylated‐3‐Acylated Alkanes
por: Zuo, Zhijun, et al.
Publicado: (2021)

Rhodium-catalyzed selective direct arylation of phosphines with aryl bromides
por: Wang, Dingyi, et al.
Publicado: (2022)

Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades
por: Jana, Kalipada, et al.
Publicado: (2022)

New avenues for C–B bond formation via radical intermediates
por: Friese, Florian W., et al.
Publicado: (2019)

Decatungstate-catalyzed radical disulfuration through direct C-H functionalization for the preparation of unsymmetrical disulfides
por: Zhang, Jingjing, et al.
Publicado: (2022)

Stereo-controlled anti-hydromagnesiation of aryl alkynes by magnesium hydrides
por: Wang, Bin, et al.
Publicado: (2020)

Neighboring Pd single atoms surpass isolated single atoms for selective hydrodehalogenation catalysis
por: Chu, Chiheng, et al.
Publicado: (2021)

Remote Radical Desaturation of Unactivated C−H Bonds in Amides
por: Xia, Yong, et al.
Publicado: (2021)

Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
por: Kalvet, Indrek, et al.
Publicado: (2017)

C–N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis
por: Chen, Ying-Chu, et al.
Publicado: (2020)

Cannot write session to /tmp/vufind_sessions/sess_40irvjgj3em2jaicmu4qmfbmkr