Palladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines

scientific article published on 24 October 2012

Palladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines is …
instance of (P31):
scholarly articleQ13442814

External links are
P356DOI10.1021/OL302533W
P932PMC publication ID3786205
P698PubMed publication ID23095022

P2093author name stringRichard A Houghten
Yongping Yu
Jiaan Shao
Wenteng Chen
Marc A Giulianotti
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Palladium(II)-catalyzed direct alkenylation and arylation of arenes: removable 2-pyridylsulfinyl group assisted C-H bond activationQ84042623
Synthesis of phenanthridinones from N-methoxybenzamides and arenes by multiple palladium-catalyzed C-H activation steps at room temperatureQ84879798
Palladium-Catalyzed Ligand-Directed C−H Functionalization ReactionsQ29012891
Ligand-enabled reactivity and selectivity in a synthetically versatile aryl C-H olefinationQ33444520
Pd(II)-catalyzed enantioselective C-H olefination of diphenylacetic acidsQ33592501
Pd(II)-catalyzed hydroxyl-directed C-H olefination enabled by monoprotected amino acid ligandsQ33899813
Modified BINOL ligands in asymmetric catalysisQ34221650
Characterization of a tricationic trigonal bipyramidal iron(IV) cyanide complex, with a very high reduction potential, and its iron(II) and iron(III) congenersQ34728822
Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenesQ35938651
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Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilidesQ36797635
C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agentsQ36987125
Organopalladium(IV) chemistryQ37683501
N(G)-acylated imidazolylpropylguanidines as potent histamine H4 receptor agonists: selectivity by variation of the N(G)-substituent.Q39868898
Ligand-accelerated C-H activation reactions: evidence for a switch of mechanismQ42161197
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Palladium-catalyzed ortho-arylation of O-phenylcarbamates with simple arenes and sodium persulfateQ43112118
Mechanism of N-fluorobenzenesulfonimide promoted diamination and carboamination reactions: divergent reactivity of a Pd(IV) speciesQ43262622
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Synthesis, reactivity studies, structural aspects, and solution behavior of half sandwich ruthenium(II) N,N',N''-triarylguanidinate complexesQ44296075
Palladium-catalyzed carboamination of alkenes promoted by N-fluorobenzenesulfonimide via C-H activation of arenes.Q45958878
Benzylguanidines and other galegine analogues inducing weight loss in mice.Q46021999
Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activationQ46592058
Guanidine and 2-aminoimidazoline aromatic derivatives as alpha2-adrenoceptor antagonists. 2. Exploring alkyl linkers for new antidepressants.Q46609988
Palladium-catalyzed alkylation of aryl C-H bonds with sp3 organotin reagents using benzoquinone as a crucial promoterQ46877074
Indirect ortho functionalization of substituted toluenes through ortho olefination of N,N-dimethylbenzylamines tuned by the acidity of reaction conditions.Q50682203
Rhodium-catalyzed direct ortho C-H olefination of phenol derivatives.Q51539250
Palladium-catalyzed C-H alkenylation of arenes using thioethers as directing groups.Q53175396
Synthesis of isoindolinones via palladium-catalyzed C-H activation of N-methoxybenzamides.Q53208539
Palladium-catalyzed alkenylation and alkynylation of ortho-C(sp2)-H bonds of benzylamine picolinamides.Q53373128
Palladium-Catalyzed Ortho-Arylation of Benzamides via Direct sp2 C–H Bond ActivationQ57614610
Controlling Site Selectivity in Pd-Catalyzed Oxidative Cross-Coupling ReactionsQ57944353
Catalytic and Highly Regioselective Cross-Coupling of Aromatic C−H SubstratesQ57944544
Highly Regioselective Catalytic Oxidative Coupling Reactions: Synthetic and Mechanistic InvestigationsQ57944577
Oxone as an Inexpensive, Safe, and Environmentally Benign Oxidant for C−H Bond OxygenationQ57944585
Determination of enantiomeric excess and concentration of unprotected amino acids, amines, amino alcohols, and carboxylic acids by competitive binding assays with a chiral scandium complexQ79218665
Synthesis of fluorenones from aromatic aldoxime ethers and aryl halides by palladium-catalyzed dual C-H activation and Heck cyclizationQ79775432
Ruthenium-catalyzed ortho-alkenylation of aromatic ketones with alkenes by C-H bond activationQ82270067
One-pot synthesis of diarylmethylidenefluorenes and phenanthrenes by palladium-catalyzed multiple C-H bond functionalizationQ82365070
P433issue21
P407language of work or nameEnglishQ1860
P921main subjectpalladiumQ1089
P304page(s)5452-5455
P577publication date2012-10-24
P1433published inOrganic LettersQ2396276
P1476titlePalladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines
P478volume14

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cites work (P2860)
Q50223642An Expeditious and Greener Synthesis of 2-Aminoimidazoles in Deep Eutectic Solvents.
Q38101620Biological activities of guanidine compounds, 2008 - 2012 update
Q46337037Controllable Mono-/Dialkenylation of Benzyl Thioethers through Rh-Catalyzed Aryl C-H Activation
Q43082425Ligand-controlled, tunable silver-catalyzed C-H amination
Q38164811Novel approaches to screening guanidine derivatives.
Q38152412Palladium-catalyzed cross-dehydrogenative functionalization of C(sp(2))-H Bonds
Q53450186Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation.
Q64107629para-Selective C-H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis

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