- Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature
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A visible light-induced monochlorination of cyclohexane with sodium chloride (5:1) has been successfully accomplished to afford chlorocyclohexane in excellent yield by using Oxone as the oxidant in H2O/CF3CH2OH at room temperature. Other secondary and primary alkyl sp3 C-H bonds of cycloalkanes and functional branch/linear alkanes can also be chlorinated, respectively, under similar conditions. The selection of a suitable organic solvent is crucial in these efficient radical chlorinations of alkanes in two-phase solutions. It is studied further by the achievement of high chemoselectivity in the chlorination of the benzyl sp3 C-H bond or the aryl sp2 C-H bond of toluene.
- Zhao, Mengdi,Lu, Wenjun
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supporting information
p. 4560 - 4563
(2017/09/11)
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- Conversion of levulinate into succinate through catalytic oxidative carbon-carbon bond cleavage with dioxygen
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Grand Cleft Oxo: Levulinate, available from biomass, is oxidized into succinate through manganese(III)-catalyzed selective cleavage of C-C bonds with molecular oxygen. In addition to levulinate, a wide range of aliphatic methyl ketones also undergo oxidative C-C bond cleavage at the carbonyl group. This procedure offers a route to valuable dicarboxylic acids from biomass resources by nonfermentive approaches. Copyright
- Liu, Junxia,Du, Zhongtian,Lu, Tianliang,Xu, Jie
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p. 2255 - 2258
(2014/01/06)
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- SUBSTITUTED TRIAZOLOPYRIDINES
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Disclosed herein are substituted triazolopyridine serotonin reuptake modulators and/or 5-HT receptor modulators of Formula I, processes of preparation thereof, pharmaceutical compositions thereof, and methods of use thereof.
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Page/Page column 29
(2009/09/05)
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- Competing reactions of hydrophenylation and phenylation in tetraphenylantimony chloride methyl acrylate palladium chloride system
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A new catalytic reaction of the competing phenylation and hydrophenylation in air of methyl acrylate with tetraphenylantimony chloride in the presence of PdCl2 (0.04 mol per 1 mol of organometallic compound) in acetonitrile at 50°C for 6 h was studied. The yields of methyl cynnamate and methyl hydrocynnamate were 0.73 and 0.27 mol mol-1 respectively. The products ratio obtained depends slightly on the process duration, the Ph 4SbCl and methyl acrylate ratio, and the structure of Pd salt [PdCl2, Pd(OAc)2, Li2PdCl4], but significantly on the nature of a solvent (MeCN > DMF > THF). The use of Ph4SbCl instead of Ph4SbBr leads to decrease in the yield of methyl hydrocynnamate to 0.04 mol mol-1. In the reactions of Ph4SbX (X = F, I, OAc, O2CEt) the product is not formed at all. Pleiades Publishing, Inc., 2006.
- Morugova,Gushchin,Skvortsov,Moiseev
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p. 747 - 752
(2008/02/02)
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- FACILE ESTERIFICATION OF CARBOXYLIC ACIDS WITH ORGANOPHOSPHORUS REAGENTS. NOVEL APPLICATION OF ALKYLPHOSPHORIC ESTERS (APE)
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A mixture of alkyl phosphate esters (APE) obtained from P4O10 and alkanols taken in 1:6 mole ratio is an excellent esterification reagent for several classes of carboxylic acids.This new reagent offers several advantages compared to conventional reagents.
- Balasubramaniyan, V.,Bhatia, V. G.,Wagh, S. B.
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p. 1475 - 1485
(2007/10/02)
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- HYDROCHLORINATION OF VINYL AND ALLYL ACRYLATES AND TRANS-CROTONATES
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Different orders of addition were established for the addition of hydrogen chloride to vinyl and allyl acrylates and trans-crotonates.The hydrochlorination of vinyl and allyl acrylates takes place regioselectively at the double bond of the acrylic system.The hydrochlorination of vinyl and allyl trans-crotonates takes place at the double bond of the alkenoxy group.Vinyl β-chloropropionate and β-chlorobutyrate were also obtained by transvinylation of the acids with vinyl acetate.The ability of the obtained chloroesters to undergo certain chemical transformations was demonstrated.
- Komarova, L. I.,Zhuravleva, E. I.
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p. 455 - 457
(2007/10/02)
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- Chlorination of Esters. I. Chlorination of Methyl Esters of Propanoic, Butanoic, Pentanoic and Hexanoic Acids. The Isomer Distribution of Monochloro Esters Formed
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The chlorination of methyl ester with chlorine in the liquid and vapor phase and with sulfuryl chloride in the liquid phase has been investigated.The chlorination yields all possible monochloro esters isomers with the 2-chloro isomer in the smallest amount.The products were identified by NMR and mass spectrometry.The isomer distribution and mass spectra of products were studied in detail.
- Korhonen, Ilpo O.O.,Korvola, Jorma N.J.
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p. 139 - 142
(2007/10/02)
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