- B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines
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A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines. This journal is
- Wu, Rongpei,Gao, Ke
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supporting information
p. 4032 - 4036
(2021/05/19)
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- Manganese and rhenium-catalyzed selective reduction of esters to aldehydes with hydrosilanes
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The selective reduction of esters to aldehydes, via the formation of stable alkyl silyl acetals, was, for the first time, achieved with both manganese, -Mn2(CO)10- and rhenium -Re2(CO)10- catalysts in the presence of triethylsilane as reductant. These two methods provide a direct access to a large variety of aliphatic and aromatic alkyl silyl acetals (30 examples) and to the corresponding aldehydes (13 examples) upon hydrolysis. The reactions proceeded in excellent yields and high selectivity at room temperature under photo-irradiation conditions (LED, 365 nm, 40 W, 9 h).
- Wei, Duo,Buhaibeh, Ruqaya,Canac, Yves,Sortais, Jean-Baptiste
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p. 11617 - 11620
(2020/10/19)
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- One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions
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A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.
- Ezawa, Masatoshi,Togo, Hideo
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p. 2379 - 2384
(2017/05/01)
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- LIGHT-EMITTING COMPOUND
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A phosphorescent compound of formula (I): wherein: M is a transition metal; L in each occurrence is independently a mono- or poly-dentate ligand; R8, R9, R10 and R11 are each independently H or a substituent; D1 and D2 are each independently a dendron; x is at least 1; y is 0 or a positive integer; z1 and z2 are each independently 0 or a positive integer; and n1 and n2 are each independently 0 or 1 with the proviso that at least one of n1 and n2 is 1. The compound may be a phosphorescent compound of an organic light-emitting device.
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Page/Page column
(2015/06/17)
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- Broad-spectrum catalysts for the ambient temperature anti-Markovnikov hydration of alkynes
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Anti-Markovnikov alkyne hydration provides a valuable route to aldehydes. Half-sandwich ruthenium complexes ligated by 5,5′-bis(trifluoromethyl)-2, 2′-bipyridine are remarkably active for this transformation. In the presence of 2 mol % metal, a wide range of functionalized aliphatic and aromatic alkynes are hydrated in high yield at ambient temperature. Alkyne hydration: Half-sandwich ruthenium complexes derived from 5,5′-bis(trifluoromethyl)- 2,2′-bipyridine show a high activity for the anti-Markovnikov hydration of terminal alkynes (see picture). A wide array of alkynes are efficiently hydrated to aldehydes using 2 mol % metal loadings at 25 °C within 8-24 h.
- Li, Le,Zeng, Mingshuo,Herzon, Seth B.
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supporting information
p. 7892 - 7895
(2014/08/05)
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- Discovery of pyrrolo[2,3-d]pyrimidin-4-ones as corticotropin-releasing factor 1 receptor antagonists with a carbonyl-based hydrogen bonding acceptor
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A new class of pyrrolo[2,3-d]pyrimidin-4-one corticotropin-releasing factor 1 (CRF1) receptor antagonists has been designed and synthesized. In general, reported CRF1 receptor antagonists possess a sp 2-nitrogen atom as hy
- Aso, Kazuyoshi,Kobayashi, Katsumi,Mochizuki, Michiyo,Kanzaki, Naoyuki,Sako, Yuu,Yano, Takahiko
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scheme or table
p. 2365 - 2371
(2011/05/15)
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- NON-ANILINIC DERIVATIVES OF ISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDES AS LIVER X RECEPTOR MODULATORS
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The present invention relates to certain novel compounds of the formula (I) to processes for preparing such compounds, to their the utility in modulation of nuclear hormone receptors Liver X Receptor (LXR) α (NR1H3) and/or β (NR1H2) and in treating and/or preventing clinical conditions including cardiovascular diseases such as atherosclerosis; inflammatory diseases, Alzheimer's disease, lipid disorders (dyslipidemias) whether or not associated with insulin resistance, type 2 diabetes and other manifestations of the metabolic syndrome, to methods for their therapeutic use and to pharmaceutical compositions containing them.
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Page/Page column 203
(2008/06/13)
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- An investigation of the solid-state photochemistry of α-mesitylacetophenone derivatives: Asymmetric induction studies and crystal structure-reactivity relationships
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The photochemical conversion of a series of α-mesitylacetophenone derivatives into 2-indanols via δ-hydrogen abstraction has been investigated in the solid state. A correlation between solid-state reactivity and crystal structure has been established for this type of reaction. For the seven compounds whose crystal structures were determined, the average value of d (C=O···H distance) and L (C=O···CH3 distance) were 2.77±0.04 A? and 3.42±0.06 A?, and the value of ω (δ-H out of plane angle), Δ(C=O···H angle) and θ (C-H···O angle) were 59±2°, 80±7°and 123±3°, respectively. These parameters depended mainly on the magnitude of the deviation of the carbonyl group from the fully bisecting position over the mesityl ring, which ranged from 9-14°in the case of in the solid state reactive ketones and approached 0°for the unreactive compounds. Asymmetric induction studies were carried out by providing the reactants with carboxylic acid substituents to which ionic chiral auxiliaries were attached through salt formation with optically active amines. Irradiation of the salts (13 in total) in the crystalline state gave enantiomeric excesses of up to 90%. The crystal structures of three of the salts were determined and on this basis, the reasons for the selectivity in the crystalline state are discussed. (C) 2000 Elsevier Science Ltd.
- Cheung, Eugene,Rademacher, Katja,Scheffer, John R.,Trotter, James
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p. 6739 - 6751
(2007/10/03)
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- Catalytic oxidation of alkenes with a surface-bound metalloporphyrin- peptide conjugate
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A novel surface-bound metalloporphyrin-peptide conjugate was prepared and used to catalytically oxidize alkenes in the presence of iodosylbenzene. The catalyst was found to oxidize a number of alkene substrates in good yield under a variety of reaction conditions. Comparison to control experiments using surface-bound Mn(III)tetraphenylporphyrin showed differences in oxidation yields and ratios of oxidized products. Substrate competition experiments demonstrated the ability of the conjugate catalyst to discriminate between substrates on the basis of size. Both results suggest oxidative catalysis occurred between the porphyrin ring and the peptide chain with the peptide influencing the outcome of the reaction in accord with the catalyst design.
- Geier III, G. Richard,Sasaki, Tomikazu
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p. 1859 - 1870
(2007/10/03)
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