Synthesis of substituted pyridines and pyridazines via ring closing metathesis.

PubWeight™: 0.97‹?› | Rank: Top 15%

🔗 View Article (PMID 19462069)

Published in Chem Commun (Camb) on April 06, 2009

Authors

Timothy J Donohoe1, Lisa P Fishlock, José A Basutto, John F Bower, Panayiotis A Procopiou, Amber L Thompson

Author Affiliations

1: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford, UK OX1 3TA. timothy.donohoe@chem.ox.ac.uk

Articles by these authors

Ruthenium-catalyzed C-C bond forming transfer hydrogenation: carbonyl allylation from the alcohol or aldehyde oxidation level employing acyclic 1,3-dienes as surrogates to preformed allyl metal reagents. J Am Chem Soc (2008) 2.14

Diene hydroacylation from the alcohol or aldehyde oxidation level via ruthenium-catalyzed C-C bond-forming transfer hydrogenation: synthesis of beta,gamma-unsaturated ketones. J Am Chem Soc (2008) 1.72

Carbonyl allylation in the absence of preformed allyl metal reagents: reverse prenylation via iridium-catalyzed hydrogenative coupling of dimethylallene. J Am Chem Soc (2007) 1.72

High-purity discrete PEG-oligomer crystals allow structural insight. Angew Chem Int Ed Engl (2009) 1.55

Carbonyl propargylation from the alcohol or aldehyde oxidation level employing 1,3-enynes as surrogates to preformed allenylmetal reagents: a ruthenium-catalyzed C-C bond-forming transfer hydrogenation. Angew Chem Int Ed Engl (2008) 1.51

Belt-shaped π-systems: relating geometry to electronic structure in a six-porphyrin nanoring. J Am Chem Soc (2011) 1.37

Formation of C-C Bonds via Catalytic Hydrogenation and Transfer Hydrogenation: Vinylation, Allylation, and Enolate Addition of Carbonyl Compounds and Imines. Aldrichimica Acta (2008) 1.31

Giant negative linear compressibility in zinc dicyanoaurate. Nat Mater (2013) 1.23

The copper(II) complexes di-mu-bromo-bis{[2,6-bis(pyrazol-1-yl)pyridine]perchloratocopper(II)} and [2,6-bis(pyrazol-1-yl)pyridine]dibromocopper(II). Acta Crystallogr C (2004) 1.16

DABCO-bis(sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: utility in sulfonamide and sulfamide preparation. Org Lett (2011) 1.08

An expedient route to substituted furans via olefin cross-metathesis. Proc Natl Acad Sci U S A (2010) 1.08

6-De-oxy-6-fluoro-d-galactose. Acta Crystallogr Sect E Struct Rep Online (2010) 1.07

Rational design of materials with extreme negative compressibility: selective soft-mode frustration in KMn[Ag(CN)2]3. J Am Chem Soc (2011) 1.06

2,6-Dide-oxy-2,6-imino-l-glycero-d-ido-heptitol. Acta Crystallogr Sect E Struct Rep Online (2009) 1.03

Organocatalyzed enantioselective fluorocyclizations. Angew Chem Int Ed Engl (2011) 1.03

Azaxanthones and azathioxanthones are effective sensitisers for europium and terbium luminescence. Org Biomol Chem (2006) 1.03

Separating electrophilicity and Lewis acidity: the synthesis, characterization, and electrochemistry of the electron deficient tris(aryl)boranes B(C6F5)(3-n)(C6Cl5)n (n = 1-3). J Am Chem Soc (2011) 1.00

A metathesis-based approach to the synthesis of 2-pyridones and pyridines. Org Lett (2007) 1.00

Tethered aminohydroxylation (TA) reaction of amides. Org Lett (2009) 0.98

Non-metal-mediated homogeneous hydrogenation of CO2 to CH3OH. Angew Chem Int Ed Engl (2009) 0.97

Enhancement of anion recognition exhibited by a halogen-bonding rotaxane host system. J Am Chem Soc (2010) 0.96

2-N-Benzyl-2,6-dide-oxy-2,6-imino-3,4-O-isopropyl-idene-3-C-methyl-d-allono-nitrile. Acta Crystallogr Sect E Struct Rep Online (2012) 0.96

Directing group enhanced carbonylative ring expansions of amino-substituted cyclopropanes: rhodium-catalyzed multicomponent synthesis of N-heterobicyclic enones. J Am Chem Soc (2013) 0.95

Ring-closing metathesis: novel routes to aromatic heterocycles. Chemistry (2008) 0.95

Rhodium-catalyzed branched-selective alkyne hydroacylation: a ligand-controlled regioselectivity switch. Angew Chem Int Ed Engl (2011) 0.93

Sulfate anion templation of a neutral pseudorotaxane assembly using an indolocarbazole threading component. Chem Commun (Camb) (2008) 0.93

Highly efficient Narasaka-Heck cyclizations mediated by P(3,5-(CF3)2C6H3)3: facile access to N-heterobicyclic scaffolds. Angew Chem Int Ed Engl (2012) 0.92

Reversible C-C bond activation enables stereocontrol in Rh-catalyzed carbonylative cycloadditions of aminocyclopropanes. J Am Chem Soc (2014) 0.92

Trifluoromethylation of allylsilanes under photoredox catalysis. Org Lett (2013) 0.91

Evaluation of electronics, electrostatics and hydrogen bond cooperativity in the binding of cyanide and fluoride by Lewis acidic ferrocenylboranes. Inorg Chem (2010) 0.91

Heavier alkaline earth catalysts for the intermolecular hydroamination of vinylarenes, dienes, and alkynes. J Am Chem Soc (2012) 0.90

Structural characterisation of a diprotonated ligand lanthanide complex--a key intermediate in lanthanide ion association and complex dissociation pathways. Dalton Trans (2006) 0.90

Soft chemical control of superconductivity in lithium iron selenide hydroxides Li(1-x)Fe(x)(OH)Fe(1-y)Se. Inorg Chem (2015) 0.90

Aryl methyl sulfides as substrates for rhodium-catalyzed alkyne carbothiolation: arene functionalization with activating group recycling. J Am Chem Soc (2012) 0.89

Olefin cross-metathesis for the synthesis of heteroaromatic compounds. Org Biomol Chem (2012) 0.89

Observations on the deprotection of pinanediol and pinacol boronate esters via fluorinated intermediates. J Org Chem (2010) 0.89

Multimetallic assemblies using piperazine-based dithiocarbamate building blocks. Inorg Chem (2008) 0.88

Substituted pyrroles via olefin cross-metathesis. Org Lett (2010) 0.88

A series of potent CREBBP bromodomain ligands reveals an induced-fit pocket stabilized by a cation-π interaction. Angew Chem Int Ed Engl (2014) 0.88

N-Benzyl-1,3-dide-oxy-1,3-imino-l-xylitol. Acta Crystallogr Sect E Struct Rep Online (2011) 0.88

Synthesis and applications of rhodacyclopentanones derived from C-C bond activation. Chem Commun (Camb) (2016) 0.87

Heteroaromatic synthesis via olefin cross-metathesis: entry to polysubstituted pyridines. Org Lett (2011) 0.86

Synthesis and characterization of a rhodium(I) σ-alkane complex in the solid state. Science (2012) 0.86

Intramolecular hydroamination of aminoalkenes by calcium and magnesium complexes: a synthetic and mechanistic study. J Am Chem Soc (2009) 0.86

Evidence for halogen bond covalency in acyclic and interlocked halogen-bonding receptor anion recognition. J Am Chem Soc (2014) 0.85

Vernier-templated synthesis, crystal structure, and supramolecular chemistry of a 12-porphyrin nanoring. Chemistry (2014) 0.85

Rhodium-catalysed intermolecular alkyne hydroacylation: the enantioselective synthesis of α- and β-substituted ketones by kinetic resolution. Chemistry (2010) 0.85

Enantioselective synthesis of P-stereogenic phosphinates and phosphine oxides by molybdenum-catalyzed asymmetric ring-closing metathesis. Angew Chem Int Ed Engl (2009) 0.84

A metathesis-based approach to the synthesis of furans. Org Lett (2007) 0.84

Palladium catalyzed cyclizations of oxime esters with 1,2-disubstituted alkenes: synthesis of dihydropyrroles. Org Lett (2013) 0.84

A short biomimetic synthesis of the meroterpenoids guajadial and psidial A. Org Lett (2010) 0.84

Heavier group 2 metals and intermolecular hydroamination: a computational and synthetic assessment. J Am Chem Soc (2009) 0.84

Haloaurate and halopalladate imidazolium salts: structures, properties, and use as precursors for catalytic metal nanoparticles. Dalton Trans (2012) 0.84

Interlocked host anion recognition by an indolocarbazole-containing [2]rotaxane. J Am Chem Soc (2009) 0.84

An all-halogen bonding rotaxane for selective sensing of halides in aqueous media. Angew Chem Int Ed Engl (2014) 0.83

Modular isoquinoline synthesis using catalytic enolate arylation and in situ functionalization. Org Lett (2013) 0.83

Negative area compressibility in silver(I) tricyanomethanide. Chem Commun (Camb) (2013) 0.83

Synthesis of C-19-functionalized 1alpha-hydroxyvitamin D(2) analogues via ring-closing metathesis. Org Lett (2003) 0.82

Hydrogen bonding and short contacts in [2,4,6-tris(trifluoromethyl)phenyl]phosphinic acid. Acta Crystallogr C (2009) 0.82

Tethered aminohydroxylation: synthesis of the β-amino acid of microsclerodermins A and B. Org Lett (2013) 0.82

Terminal aziridines by alpha-deprotonation/electrophile trapping of N-protected aziridine. Org Lett (2008) 0.82

Multimetallic arrays: bi-, tri-, tetra-, and hexametallic complexes based on gold(I) and gold(III) and the surface functionalization of gold nanoparticles with transition metals. Inorg Chem (2009) 0.82

Can a C-H···O interaction be a determinant of conformation? J Am Chem Soc (2012) 0.81

α-Lithiation-electrophile trapping of N-thiopivaloylazetidin-3-ol: stereoselective synthesis of 2-substituted 3-hydroxyazetidines. J Org Chem (2013) 0.81

Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence. Chem Commun (Camb) (2011) 0.81

Synthesis of diverse macrocyclic peptidomimetics utilizing ring-closing metathesis and solid-phase synthesis. J Org Chem (2004) 0.81

Photophysics of threaded sp-carbon chains: the polyyne is a sink for singlet and triplet excitation. J Am Chem Soc (2014) 0.81

Controlling emission energy, self-quenching, and excimer formation in highly luminescent N--C--N-coordinated platinum(II) complexes. Inorg Chem (2005) 0.81

An approach to 8 stereoisomers of homonojirimycin from (D)-glucose via kinetic & thermodynamic azido-γ-lactones. Org Biomol Chem (2013) 0.81

Multimetallic arrays: symmetrical bi-, tri- and tetrametallic complexes based on the group 10 metals and the functionalisation of gold nanoparticles with nickel-phosphine surface units. Dalton Trans (2009) 0.81

Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol. Chem Commun (Camb) (2013) 0.81

Comparative catalytic C-H vs. C-Si activation of arenes with Pd complexes directed by urea or amide groups. Chem Commun (Camb) (2009) 0.81

Beta-diketiminate C-H activation with heavier group 2 alkyls. Dalton Trans (2009) 0.80

Diphenylacetylene-linked peptide strands induce bidirectional β-sheet formation. Angew Chem Int Ed Engl (2014) 0.80

Synthesis and characterisation of dimeric eight-coordinate lanthanide(III) complexes of a macrocyclic tribenzylphosphinate ligand. Dalton Trans (2006) 0.80

Diastereoselective synthesis of fused lactone-pyrrolidinones; application to a formal synthesis of (-)-salinosporamide A. Org Lett (2014) 0.80

Non-innocent behaviour of dithiocarboxylate ligands based on N-heterocyclic carbenes. Chemistry (2010) 0.80

Synthesis of polyyne rotaxanes. Org Lett (2012) 0.80

Ritter-type reactions of N-chlorosaccharin: a method for the electrophilic diamination of alkenes. Org Lett (2003) 0.80

Homologous critical behavior in the molecular frameworks Zn(CN)2 and Cd(imidazolate)2. J Am Chem Soc (2013) 0.80

Lead identification and structure-activity relationships of heteroarylpyrazole arylsulfonamides as allosteric CC-chemokine receptor 4 (CCR4) antagonists. Org Biomol Chem (2014) 0.79

Anilide activation of adjacent C-H bonds in the palladium-catalysed Fujiwara-Moritani reaction. Dalton Trans (2010) 0.79

Structural investigation of a hydrogen bond order-disorder transition in a polar one-dimensional confined ice. Phys Chem Chem Phys (2014) 0.79

Catching the first oligomerization event in the catalytic formation of polyaminoboranes: H3B·NMeHBH2·NMeH2 bound to iridium. J Am Chem Soc (2011) 0.79

Structural and theoretical studies of intermolecular dihydrogen bonding in [(C6F5)2(C6Cl5)B]-H···H-[TMP]. Chem Commun (Camb) (2013) 0.79

Spirocyclic systems derived from pyroglutamic acid. Org Biomol Chem (2011) 0.79

Dithiocarboxylate complexes of ruthenium(II) and osmium(II). Dalton Trans (2011) 0.79

Dehydrogenation of saturated CC and BN bonds at cationic N-heterocyclic carbene stabilized M(III) centers (M = Rh, Ir). J Am Chem Soc (2010) 0.79

Bis-anthracene fused porphyrins: synthesis, crystal structure, and near-IR absorption. Org Lett (2010) 0.79

σ-Alane complexes of chromium, tungsten, and manganese. J Am Chem Soc (2012) 0.79

Short and efficient syntheses of protoberberine alkaloids using palladium-catalyzed enolate arylation. Angew Chem Int Ed Engl (2014) 0.79

Calix[4]arene-based rotaxane host systems for anion recognition. Chemistry (2010) 0.78

Ligand bite angle-dependent palladium-catalyzed cyclization of propargylic carbonates to 2-alkynyl azacycles or cyclic dienamides. Angew Chem Int Ed Engl (2014) 0.78

A porphyrin fused to four anthracenes. J Am Chem Soc (2010) 0.78

Synthesis of mimics of pramanicin from pyroglutamic acid and their antibacterial activity. J Org Chem (2015) 0.78