Ruthenium-catalyzed cycloaddition of 1,6-diynes and nitriles under mild conditions: role of the coordinating group of nitriles.

PubWeight™: 1.30‹?› | Rank: Top 10%

🔗 View Article (PMID 16755621)

Published in Chemistry on July 17, 2006

Authors

Yoshihiko Yamamoto1, Keisuke Kinpara, Ryuji Ogawa, Hisao Nishiyama, Kenji Itoh

Author Affiliations

1: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan. yamamoto@apchem.nagoya-u.ac.jp

Articles citing this

Synthesis of dihydropyridines and pyridines from imines and alkynes via C-H activation. J Am Chem Soc (2008) 1.66

Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines. Org Lett (2007) 1.09

Highly diastereoselective synthesis of tetrahydropyridines by a C-H activation-cyclization-reduction cascade. J Am Chem Soc (2012) 1.07

One-pot synthesis of highly functionalized pyridines via a rhodium carbenoid induced ring expansion of isoxazoles. J Am Chem Soc (2008) 0.98

Synthesis of pyridines from ketoximes and terminal alkynes via C-H bond functionalization. J Org Chem (2012) 0.95

A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles. Angew Chem Int Ed Engl (2011) 0.92

Transition metal-mediated synthesis of monocyclic aromatic heterocycles. Chem Rev (2013) 0.92

Highly functionalized terpyridines as competitive inhibitors of AKAP-PKA interactions. Angew Chem Int Ed Engl (2013) 0.88

Iron-catalyzed cycloaddition of alkynenitriles and alkynes. Org Lett (2011) 0.86

The discovery of [Ni(NHC)RCN]2 species and their role as cycloaddition catalysts for the formation of pyridines. J Am Chem Soc (2012) 0.80

Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides. J Org Chem (2012) 0.78

Synthesis of multicyclic pyridine and quinoline derivatives via intramolecular C-H bond functionalization. Org Lett (2010) 0.77

Why nature eschews the concerted [2 + 2 + 2] cycloaddition of a nonconjugated cyanodiyne. Computational study of a pyridine synthesis involving an ene-Diels-Alder-bimolecular hydrogen-transfer mechanism. J Org Chem (2012) 0.75

Mechanistic Evaluation of the Ni(IPr)2-Catalyzed Cycloaddition of Alkynes and Nitriles to Afford Pyridines: Evidence for the Formation of a Key η(1)-Ni(IPr)2(RCN) Intermediate. Organometallics (2013) 0.75

Articles by these authors

Cp*RuCl-catalyzed [2 + 2 + 2] cycloadditions of alpha,omega-diynes with electron-deficient carbon-heteroatom multiple bonds leading to heterocycles. J Am Chem Soc (2005) 1.20

Cp(*)RuCl-catalyzed formal intermolecular cyclotrimerization of three unsymmetrical alkynes through a boron temporary tether: regioselective four-component coupling synthesis of phthalides. J Am Chem Soc (2005) 1.13

Neuromagnetic responses to binaural beat in human cerebral cortex. J Neurophysiol (2006) 1.11

Impaired cortical network for preattentive detection of change in speech sounds in schizophrenia: a high-resolution event-related potential study. Am J Psychiatry (2002) 1.06

Ruthenium(II)-catalyzed selective intramolecular [2 + 2 + 2] alkyne cyclotrimerizations. J Am Chem Soc (2003) 1.03

Phonetic mismatch negativity predicts verbal memory deficits in schizophrenia. Neuroreport (2006) 1.03

Evaluation of Changes in Tumor Shadows and Microcalcifications on Mammography Following KORTUC II, a New Radiosensitization Treatment without any Surgical Procedure for Elderly Patients with Stage I and II Breast Cancer. Cancers (Basel) (2011) 0.99

Cellulases belonging to glycoside hydrolase families 6 and 7 contribute to the virulence of Magnaporthe oryzae. Mol Plant Microbe Interact (2012) 0.98

Selective synthesis of fused cyclooctatetraenes by [4 + 4] coupling between two different diene units. Chemistry (2002) 0.97

Synthesis and SAR of novel parenteral anti-pseudomonal cephalosporins: discovery of FR264205. Bioorg Med Chem Lett (2008) 0.96

Investigation of binding of UDP-Galf and UDP-[3-F]Galf to UDP-galactopyranose mutase by STD-NMR spectroscopy, molecular dynamics, and CORCEMA-ST calculations. J Am Chem Soc (2008) 0.96

The Japanese version of the modified ACR preliminary diagnostic criteria for fibromyalgia and the fibromyalgia symptom scale: reliability and validity. Mod Rheumatol (2012) 0.95

Delayed automatic detection of change in speech sounds in adults with autism: a magnetoencephalographic study. Clin Neurophysiol (2005) 0.94

Asymmetric diboration of terminal alkenes with a rhodium catalyst and subsequent oxidation: enantioselective synthesis of optically active 1,2-diols. Angew Chem Int Ed Engl (2013) 0.93

Rheumatoid arthritis fibroblast-like synoviocytes express BCMA and are stimulated by APRIL. Arthritis Rheum (2007) 0.93

Intermolecular asymmetric reductive aldol reaction of ketones as acceptors promoted by chiral Rh(Phebox) catalyst. Org Lett (2007) 0.92

Simultaneous silencing of endo-β-1,4 xylanase genes reveals their roles in the virulence of Magnaporthe oryzae. Mol Microbiol (2011) 0.91

Spatiotemporal regulation of intracellular trafficking of Toll-like receptor 9 by an inhibitory receptor, Ly49Q. Blood (2009) 0.90

Organic solvent use in enterprises in Japan. Ind Health (2011) 0.90

Do high or low doses of anxiolytics and hypnotics affect mismatch negativity in schizophrenic subjects? An EEG and MEG study. Clin Neurophysiol (2002) 0.90

A pilot study on safety climate in Chinese hospital. J Patient Saf (2011) 0.89

Ruthenium-catalyzed one-pot double allylation/cycloisomerization of 1,3-dicarbonyl compounds leading to exo-methylenecyclopentanes. Chemistry (2004) 0.87

Asymmetric direct alkynylation catalyzed by chiral Ru-bis(oxazolinyl)phenyl complexes. Org Lett (2010) 0.87

Neuromagnetic correlates of impaired automatic categorical perception of speech sounds in schizophrenia. Schizophr Res (2003) 0.87

Gender differences in lateralization of mismatch negativity in dichotic listening tasks. Int J Psychophysiol (2008) 0.87

Preparation of double-raschel knitted silk vascular grafts and evaluation of short-term function in a rat abdominal aorta. J Artif Organs (2011) 0.87

Auditory imagery mismatch negativity elicited in musicians. Neuroreport (2005) 0.85

Ru(II)-catalyzed chemo- and regioselective cyclotrimerization of three unsymmetrical alkynes through boron temporary tether. One-pot four-component coupling via cyclotrimerization/Suzuki-Miyaura coupling. J Am Chem Soc (2004) 0.85

Cooperative catalytic activation of Si-H bonds by a polar Ru-S bond: regioselective low-temperature C-H silylation of indoles under neutral conditions by a Friedel-Crafts mechanism. J Am Chem Soc (2011) 0.85

Rhodium complex-catalyzed cycloisomerization of allenenes: exo and endo cyclization depending on the auxiliary ligands. J Org Chem (2004) 0.84

Structural requirements for the stability of novel cephalosporins to AmpC beta-lactamase based on 3D-structure. Bioorg Med Chem (2007) 0.83

Asymmetric beta-boration of alpha,beta-unsaturated carbonyl compounds promoted by chiral rhodium-bisoxazolinylphenyl catalysts. Chem Commun (Camb) (2009) 0.83

The influence of gender and personality traits on individual difference in auditory mismatch: a magnetoencephalographic (MMNm) study. Brain Res (2008) 0.83

Domino coupling relay approach to polycyclic pyrrole-2-carboxylates. J Am Chem Soc (2005) 0.83

Convergent and stereoselective synthesis of iminosugar-containing Galf and UDP-Galf mimicks: evaluation as inhibitors of UDP-Gal mutase. J Org Chem (2008) 0.82

Spatial attention in individuals with pervasive developmental disorders using the gap overlap task. Psychiatry Res (2004) 0.82

Asymmetric iron-catalyzed hydrosilane reduction of ketones: effect of zinc metal upon the absolute configuration. Angew Chem Int Ed Engl (2010) 0.81

Organic solvent use in research institutions in Japan. Ind Health (2011) 0.81

Iron- and cobalt-catalyzed asymmetric hydrosilylation of ketones and enones with bis(oxazolinylphenyl)amine ligands. Chemistry (2010) 0.81

Stereoselective synthesis of beta-1-C-substituted 1,4-dideoxy-1,4-imino-D-galactitols and evaluation as UDP-galactopyranose mutase inhibitors. Bioorg Med Chem (2007) 0.81

No effect of gender on tonal and phonetic mismatch negativity in normal adults assessed by a high-resolution EEG recording. Brain Res Cogn Brain Res (2002) 0.81

Patient views and attitudes to physician's actions after medical errors in China. J Patient Saf (2012) 0.81

Early myelination patterns in the central auditory pathway of the higher brain: MRI evaluation study. Int J Pediatr Otorhinolaryngol (2008) 0.80

Enhancement of enantioselectivity by alcohol additives in asymmetric hydrogenation with bis(oxazolinyl)phenyl ruthenium catalysts. Chem Commun (Camb) (2011) 0.79

Intermolecular antiselective and enantioselective reductive coupling of enones and aromatic aldehydes with chiral Rh(Phebox) catalysts. Org Lett (2009) 0.79

Copper-catalyzed regio- and stereoselective conjugate allylation of electron-deficient alkynes with allylboronates under mild conditions. Chemistry (2012) 0.79

Impaired laryngeal voice production in a patient with foreign accent syndrome. Neurocase (2014) 0.78

Asymmetric conjugate reduction of alpha,beta-unsaturated ketones and esters with chiral rhodium(2,6-bisoxazolinylphenyl) catalysts. Chemistry (2005) 0.78

Effects of metabotropic glutamate receptor 3 genotype on phonetic mismatch negativity. PLoS One (2011) 0.78

Chiral bis(oxazolinyl)phenyl Ru(II) catalysts for highly enantioselective cyclopropanation. Chemistry (2010) 0.78

Synthesis of benzo-fused lactams and lactones via Ru(II)-catalyzed cycloaddition of amide- and ester-tethered alpha,omega-diynes with terminal alkynes: electronic directing effect of internal conjugated carbonyl group. Org Biomol Chem (2004) 0.78

Diffuse alveolar damage in patients with dermatomyositis: a six-case series. Mod Rheumatol (2011) 0.78

Latency variation of auditory N1m responses to vocal and nonvocal sounds. Neuroreport (2007) 0.77

Synthesis of spirocyclic C-arylribosides via cyclotrimerization. Org Lett (2006) 0.77

Enantioselective synthesis of optically active 3,3-diarylpropanoates by conjugate hydrosilylation with chiral Rh-bis(oxazolinyl)phenyl catalysts. J Org Chem (2012) 0.77

Ruthenium(II)-catalyzed [2 + 2 + 2] cycloaddition of 1,6-diynes with tricarbonyl compounds. J Am Chem Soc (2002) 0.77

Perceptual categorization of sound spectral envelopes reflected in auditory-evoked N1m. Neuroreport (2005) 0.77

Direct conjugate addition of alkynes with α,β-unsaturated carbonyl compounds catalyzed by NCN-pincer Ru complexes. Chemistry (2012) 0.77

Synthesis of spirocyclic C-arylglycosides and -ribosides by ruthenium-catalyzed cycloaddition. Chem Asian J (2007) 0.77

Brain activation associated with motor imagery of coordination exercises and social abilities. Eur J Sport Sci (2014) 0.76

Time of initial appearance of renal symptoms in the course of systemic lupus erythematosus as a prognostic factor for lupus nephritis. Mod Rheumatol (2009) 0.76

C1-symmetric Rh/Phebox-catalyzed asymmetric alkynylation of α-ketoesters. Angew Chem Int Ed Engl (2011) 0.76

Asymmetric, regioselective direct aldol coupling of enones and aldehydes with chiral rhodium(bis-oxazolinylphenyl) catalysts. Chemistry (2009) 0.76

Audiovisual phonological mismatch produces early negativity in auditory cortex. Neuroreport (2005) 0.76

Synthesis of bicyclic p-diiodobenzenes via silver-catalyzed Csp-H iodination and ruthenium-catalyzed cycloaddition. J Am Chem Soc (2006) 0.76

Rhodium-catalyzed approach to Mannich-type products using aldimine, alpha,beta-unsaturated ester, and hydrosilane. Chem Commun (Camb) (2002) 0.76

Ir-Catalyzed substitution of propargylic-type esters with enoxysilanes. J Am Chem Soc (2002) 0.76

[A case report of segmental arterial mediolysis]. Nihon Rinsho Meneki Gakkai Kaishi (2007) 0.76

Use of organic solvents in large research institutions in Japan. Environ Health Prev Med (2013) 0.75

Vulnerability to traumatic stress in fibromyalgia patients: 19 month follow-up after the great East Japan disaster. Arthritis Res Ther (2013) 0.75

Palladium(0)-catalyzed intramolecular [2+2+2] alkyne cyclotrimerizations with electron-deficient diynes and triynes. Chemistry (2003) 0.75

Ruthenium-catalyzed hydrophosphinylative cyclization of 1,6-diynes. Stereoselective synthesis of exocyclic 1,3-dienylphosphine oxides. Chem Commun (Camb) (2012) 0.75

Nurses' views of patient handoffs in Japanese hospitals. J Nurs Care Qual (2012) 0.75

[Successful tocilizumab therapy for adult onset Still's disease with intractable conditions over ten years]. Nihon Naika Gakkai Zasshi (2010) 0.75

Activation of a water molecule under mild conditions by ruthenacyclopentatriene: mechanism of hydrative cyclization of diynes. Chem Commun (Camb) (2010) 0.75

Palladium(0)-catalyzed cyclization of electron-deficient enynes and enediynes. J Org Chem (2004) 0.75

Early components of event-related potentials related to semantic and syntactic processes in the Japanese language. Brain Topogr (2002) 0.75

Distribution of 1-alkyl-3-methylimidazolium ions and their ion pairs between dichloromethane and water. Anal Sci (2008) 0.75

Synthesis of C-arylglycosides via Ru(II)-catalyzed [2 + 2 + 2] cycloaddition. Chem Commun (Camb) (2004) 0.75

Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine to oxindole derivatives with chiral phenanthroline. Org Biomol Chem (2015) 0.75

Ruthenium-catalyzed cycloaddition of 1,6-diynes with isothiocyanates and carbon disulfide: first transition-metal catalyzed [2 + 2 + 2] cocyclotrimerization involving C=S double bond. J Am Chem Soc (2002) 0.75

Effect of structural change in viologen acceptors on the rate of single electron transfer from tributylphosphine. Org Biomol Chem (2006) 0.75

Ruthenium-catalyzed cyclization/transfer hydrogenation of 1,6-diynes: unprecedented mode of alcohol activation via metallacyclopentatriene. Chem Commun (Camb) (2011) 0.75

Single-step assembly of a C(2)-symmetrical palladium(IV) spirocyclic complex. Angew Chem Int Ed Engl (2002) 0.75

Ruthenium-catalyzed transfer oxygenative cyclization of α,ω-diynes: unprecedented [2 + 2 + 1] route to bicyclic furans via ruthenacyclopentatriene. J Am Chem Soc (2012) 0.75

Recruitment of immature neutrophils in peripheral blood following leukocytapheresis therapy for rheumatoid arthritis. J Clin Apher (2007) 0.75

Ru(II)-catalyzed [2 + 2 + 2] cycloaddition of 1,2-bis(propiolyl)benzenes with monoalkynes leading to substituted anthraquinones. Chem Commun (Camb) (2003) 0.75

Design of novel chiral N,N,O-tridentate phenanthroline ligands and their application to enantioselective addition of organozinc reagents to aldehydes. Chem Commun (Camb) (2014) 0.75