- New class of NCS-free cyclometalated ruthenium(II) complexes with 6-phenylpyridine-2-carboxylate for use as near-infrared sensitizers in dye-sensitized solar cells
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Three examples, FT102, FT90, and FT117 of a new class of NCS-free cyclometalated ruthenium(II) complexes, Ru(tctpy)(O^N^C) (where O^N^C is a tridentate 6-phenylpyridine-2-carboxylate), were synthesized for use as near-infrared (IR) sensitizers in dye-sensitized solar cells (DSSCs). A tridentate donor ligand, 6-phenylpyridine-2-carboxylate was introduced in order to enhance the light harvesting efficiency in the longer wavelength region for the first time. Modifying the ligand improved the photovoltaic performance, and DSSCs sensitized with FT117 exhibited efficient panchromatic sensitization over the entire visible wavelength, extending into the near-IR region. The highest incident photon-to-current conversion efficiency (68%) was found at 600 nm, and the action spectrum onset was near 920 nm.
- Funaki, Takashi,Otsuka, Hiromi,Onozawa-Komatsuzaki, Nobuko,Kasuga, Kazuyuki,Sayama, Kazuhiro,Sugihara, Hideki
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Read Online
- INHIBITORS OF HUMAN ATGL
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The present invention relates to novel inhibitors of adipose triglyceride lipase (ATGL) having an improved inhibitory activity against human ATGL (hATGL) as well as pharmaceutical compositions comprising these inhibitors, and their therapeutic use, particularly in the treatment or prevention of a lipid metabolism disorder, including, e.g., obesity, non-alcoholic fatty liver disease, type 2 diabetes, insulin resistance, glucose intolerance, hypertriglyceridemia, metabolic syndrome, cardiac and skeletal muscle steatosis, congenital generalized lipodystrophy, familial partial lipodystrophy, acquired lipodystrophy syndrome, atherosclerosis, or heart failure.
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Page/Page column 68; 70; 101-102
(2021/02/05)
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- 4-HO-TEMPO-Catalyzed Redox Annulation of Cyclopropanols with Oxime Acetates toward Pyridine Derivatives
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A 4-HO-TEMPO-catalyzed redox strategy for the synthesis of pyridines through the annulation of cyclopropanols and oxime acetates has been developed. This protocol features good functional group tolerance and high chemoselectivity and also promises to be efficient for the late-stage functionalization of skeletons of drugs and natural products. Mechanism studies indicate that the reaction involves the in situ generated α,β-unsaturated ketones and imines as the key intermediates, which are derived from cyclopropanols and oxime acetates via a TEMPO/TEMPOH redox cycle, respectively. The pyridine products are formed as a result of annulation of enones with imines followed by TEMPO-catalyzed oxidative aromatization by excess oxime acetates. This method not only realizes the TEMPO-catalyzed redox reaction but also broadens the frontiers for TEMPO in catalysis.
- Zhan, Jun-Long,Wu, Meng-Wei,Wei, Dian,Wei, Bang-Yi,Jiang, Yu,Yu, Wei,Han, Bing
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p. 4179 - 4188
(2019/05/01)
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- Transition-metal-free synthesis of substituted pyridines via ring expansion of 2-allyl-2H-azirines
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A new strategy to open the 2-allyl-2H-azirines by 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) promotion in metal-free conditions affording 1-azatrienes that in situ electrocyclize to the pyridines in good to excellent yields is reported. The reaction displays a broad substrate scope and good tolerance to a variety of substituents including aryl, alkyl, and heterocyclic groups. In addition, one-pot synthesis of pyridines from oximes via in situ formation of 2H-azirines was achieved.
- Jiang, Yaojia,Park, Cheol-Min,Loh, Teck-Peng
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p. 3432 - 3435
(2014/07/21)
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- Palladium-catalyzed cross-coupling reaction of functionalized aryl- and heteroarylbismuthanes with 2-halo(or 2-Triflyl)azines and -diazines
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The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described. The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in cross-coupling reactions is also described. Copyright
- Petiot, Pauline,Gagnon, Alexandre
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supporting information
p. 5282 - 5289
(2013/09/02)
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- Mn(III)-mediated formal [3+3]-annulation of vinyl azides and cyclopropanols: A divergent synthesis of azaheterocycles
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Mn(III)-mediated formal [3+3]-annulation has been developed using readily available vinyl azides and cyclopropanols with a wide range of substituents. Vinyl azides were successfully applied as a three-atom unit including one nitrogen to prepare pyridines and σ-lactams by the reactions with monocyclic cyclopropanols as well as to construct 2-azabicyclo[3.3.1] and 2-azabicyclo[4.3.1] frameworks with bicyclic cyclopropanols, bicyclo[3.1.0]hexan-1-ols, and bicyclo[4.1.0]heptan-1-ols. These reactions were initiated by a radical addition of β-carbonyl radicals, generated by the one-electron oxidation of cyclopropanols with Mn(III), to vinyl azides to give iminyl radicals, which cyclized with the intramolecular carbonyl groups. In addition, application of the present methodology to a synthesis of the quaternary indole alkaloid, melinonine-E, was accomplished.
- Wang, Yi-Feng,Toh, Kah Kah,Ng, Eileen Pei Jian,Chiba, Shunsuke
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supporting information; experimental part
p. 6411 - 6421
(2011/06/19)
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- Mn(III)-mediated reactions of cyclopropanols with vinyl azides: Synthesis of pyridine and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives
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(Chemical Equation Presented) A Mn(III)-mediated divergent synthesis of substituted pyridines and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives was exploited using readily available vinyl azides and cyclopropanols with a wide range of substituents. In short, the reactions of vinyl azides with monocyclic cyclopropanol provided pyridines in the presence of Mn(acac)3 (1.7 equiv), whereas those with bicyclic cyclopropanols led to the formation of 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives using a catalytic amount of Mn(acac)3. These reactions may be initiated by a radical addition of β-keto radicals, generated by the one-electron oxidation of cyclopropanols, to vinyl azides to give iminyl radicals, which would cyclize with the intramolecular carbonyl groups. In addition, versatile transformations of 2-azabicyclo[3.3.1] non-2-en-1-ol to 2-azabicyclo[3.3.1]nonane or -non-2-nen frameworks were developed.
- Wang, Yi-Feng,Chiba, Shunsuke
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supporting information; experimental part
p. 12570 - 12572
(2010/01/30)
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- THERMAL REACTIONS OF 2-CYCLOPROPYL-2H-AZIRINES
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Thermal rearrangement of 2H-azirines having a cyclopropane ring was revealed to give pyridines.Ene reaction involving a C=N bond to form tricyclic compound was observed in the case of 2-cyclopropyl-2H-azirine having an isobutenyl group cis to the azirine ring, whereas the trans isomer gave a pyridine ring exclusively.
- Isomura, Kazuaki,Kawasaki, Hideshi,Takehara, Kenji,Taniguchi, Hiroshi
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p. 511 - 514
(2007/10/02)
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