γ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction

scientific article published on 30 April 2015

γ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1021/JACS.5B02065
P932PMC publication ID4431913
P698PubMed publication ID25915558

P50authorJin-Quan YuQ27887829
P2093author name stringTao Liu
Tian-Sheng Mei
P2860cites workAuxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bondsQ33737426
Pd(II)-catalyzed olefination of sp3 C-H bondsQ33738148
Palladium(II)-catalyzed enantioselective C(sp³)-H activation using a chiral hydroxamic acid ligandQ33776512
Pd(0)/PR3-catalyzed intermolecular arylation of sp3 C-H bondsQ37307778
Ligand-enabled γ-C-H olefination and carbonylation: construction of β-quaternary carbon centersQ40430050
Ligand-promoted alkylation of C(sp3)-H and C(sp2)-H bondsQ41881355
Guided desaturation of unactivated aliphaticsQ42088049
Scope and limitations of auxiliary-assisted, palladium-catalyzed arylation and alkylation of sp2 and sp3 C-H bonds.Q42175339
Ligand-controlled C(sp³)-H arylation and olefination in synthesis of unnatural chiral α-amino acidsQ42920887
Intramolecular hydrogen abstraction reaction promoted by alkoxy radicals in carbohydrates. Synthesis of chiral 2,7-dioxabicyclo[2.2.1]heptane and 6,8-dioxabicyclo[3.2.1]octane ring systemsQ44176494
Use of a readily removable auxiliary group for the synthesis of pyrrolidones by the palladium-catalyzed intramolecular amination of unactivated γ C(sp(3))-H bondsQ44981550
Radical substitution with azide: TMSN3-PhI(OAc)2 as a substitute of IN3.Q45283003
Palladium(0)-catalyzed alkynylation of C(sp3)-H bondsQ45381527
1,3-Diol synthesis via controlled, radical-mediated C-H functionalizationQ46088031
Pd(II)-catalyzed cross-coupling of sp3 C-H Bonds with sp2 and sp3 boronic acids using air as the oxidantQ46745147
Stereoselective synthesis of β-alkylated α-amino acids via palladium-catalyzed alkylation of unactivated methylene C(sp3)-H bonds with primary alkyl halides.Q53320300
Nickel-catalyzed direct arylation of C(sp3)-H bonds in aliphatic amides via bidentate-chelation assistance.Q53646695
Delta and alpha SP(3) C-H bond oxidation of sulfonamides with PhI(OAc)(2)/I(2) under metal-free conditionsQ81424336
Construction of carbo- and heterocycles using radical relay cyclizations initiated by alkoxy radicalsQ83570695
Efficient method for selective introduction of substituents as C5 of isoleucine and other alpha-amino acidsQ83992395
Copper-catalyzed remote sp3 C-H chlorination of alkyl hydroperoxidesQ84148524
Copper-catalyzed intramolecular C(sp³)-H and C(sp²)-H amidation by oxidative cyclizationQ87421310
Copper-promoted site-selective acyloxylation of unactivated C(sp³)-H bondsQ87438245
P433issue18
P407language of work or nameEnglishQ1860
P304page(s)5871-5874
P577publication date2015-04-30
P1433published inJournal of the American Chemical SocietyQ898902
P1476titleγ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction
P478volume137

Reverse relations

cites work (P2860)
Q50867790A Hydrazone-Based exo-Directing-Group Strategy for β C-H Oxidation of Aliphatic Amines.
Q47108193Catalytic alkylation of remote C-H bonds enabled by proton-coupled electron transfer
Q64266900Catalytic β C-H amination an imidate radical relay
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Q48191274Copper-Catalyzed Bromination of C(sp3 )-H Bonds Distal to Functional Groups
Q61795886Copper-catalyzed remote C(sp)-H azidation and oxidative trifluoromethylation of benzohydrazides
Q48205331Directed γ-C(sp3)-H Alkylation of Carboxylic Acid Derivatives through Visible Light Photoredox Catalysis
Q39079192Functionalization of C-H Bonds by Photoredox Catalysis.
Q48105970General, Mild, and Selective Method for Desaturation of Aliphatic Amines.
Q48362141Oxygenation of Simple Olefins through Selective Allylic C-C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes
Q48227682Palladium-Catalyzed Atom-Transfer Radical Cyclization at Remote Unactivated C(sp3 )-H Sites: Hydrogen-Atom Transfer of Hybrid Vinyl Palladium Radical Intermediates
Q50678493Palladium-catalyzed cross-coupling of enamides with sterically hindered α-bromocarbonyls.
Q60494093Photoinduced Remote Functionalization of Amides and Amines Using Electrophilic Nitrogen Radicals
Q49631047Radical-mediated intramolecular β-C(sp3)-H amidation of alkylimidates: facile synthesis of 1,2-amino alcohols
Q28468198Radicals: Reactive Intermediates with Translational Potential
Q88654204Remote C-H Functionalization via Selective Hydrogen Atom Transfer
Q91701006Sulfamate Esters Guide C(3)-Selective Xanthylation of Alkanes
Q53559735Tandem Oxidative C-H Amination and Iodization to Synthesize Difunctional Atropoisomeric P-Stereogenic Phosphinamides.
Q39329176Triiodide-Mediated δ-Amination of Secondary C-H Bonds.
Q90105996Vicinal, Double C-H Functionalization of Alcohols via an Imidate Radical-Polar Crossover Cascade
Q54998743β C–H di-halogenation via iterative hydrogen atom transfer† †Electronic supplementary information (ESI) available. CCDC 1581032. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8sc01214h.
Q91667565δ C-H (hetero)arylation via Cu-catalyzed radical relay

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