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All total 384 Articles be foundPhotocatalytic oxidation of alkanes with dioxygen by visible light and copper(II) and iron(III) chlorides: Preference oxidation of alkanes over alcohols and ketones
Takaki, Ken,Yamamoto, Jun,Komeyama, Kimihiro,Kawabata, Tomonori,Takehira, Katsuomi
, p. 2251 - 2255 (2004)
Visible light irradiation of alkanes in acetonitrile with CuCl2 and FeCl3 catalysts under atmospheric dioxygen gave the corresponding alcohols and ketones effectively; in these reactions, the total selectivity of the products did not decrease so much with increase of alkane conversion. For example, cyclohexanol and cyclohexanone were formed with ca. 70% selectivity at 50% conversion, because overoxidation of the products took place more slowly than cyclohexane oxidation. The relative reactivity values of cycloalkanes increased as their ring-sizes decreased. In the oxidation of hexane, the reactivity ratio of C1-/C2-/C3-H was found to be 1.0/1.4/1.8 with CuCl2 and 1.0/4.6/6.6 with FeCl3, respectively. Toluene and diphenylmethane were more reactive than cyclohexane with FeCl3, as expected, whereas the alkane was oxidized faster than the benzylic compounds in the separate reaction with CuCl2. Moreover, the alkane oxidation could be comparably performed by sunlight instead of an artificial lamp.
Formation of Benzylic Chlorides by Rearrangement of Cycloheptatrienes with Tellurium Tetrachloride
Albeck, Michael,Tamari, Tova,Sprecher, Milon
, p. 2276 - 2278 (1983)
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Vitamin B12 Catalyzed Atom Transfer Radical Addition
Proinsias, Keith O.,Jackowska, Agnieszka,Radzewicz, Katarzyna,Giedyk, MacIej,Gryko, Dorota
, p. 296 - 299 (2018)
Vitamin B12, a natural Co-complex, catalyzes atom transfer radical addition (ATRA) of organic halides to olefins. The established conditions were found to be very selective, with atom transfer radical polymerization (ATRP) occurring only in the case of acrylates.
Investigation of the stability of the Corey-Kim intermediate
Cink, Russell D.,Chambournier, Gilles,Surjono, Herman,Zhenglong, Xiao,Richter, Steve,Naris, Marius,Bhatia, Ashok V.
, p. 270 - 274 (2007)
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Walling,Jacknow
, p. 6108 (1960)
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Johnson,Douglass
, p. 2548 (1939)
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Diphenylphosphinated Ethylene Oligomers as polymeric Reagents for Synthesis of Alkyl Chlorides from Alcohols
Bergbreiter, David E.,Blanton, James R.
, p. 337 - 338 (1985)
Diphenylphosphinated ethylene oligomers can be used as homogeneous polymeric reagents at 90 deg C in carbon tetrachloride to form alkyl chlorides from alcohols and since these funcionalized ethylene oligomers precipitate quantitatively from solution at 25 deg C, they can be easily recovered and separated from the reaction products and can be partially recycled.
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Downie,Lee
, p. 4951 (1968)
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A convenient method for producing mono- and dichlorohydrins from glycerol
Giomi, Donatella,Malavolti, Marino,Piccolo, Oreste,Salvini, Antonella,Brandi, Alberto
, p. 46319 - 46326 (2014)
A new method for the transformation of glycerol into mono- and dichlorohydrins has been studied. With trimethylchlorosilane as chlorinating agent and acetic acid as catalyst, mono- and dichlorohydrins have been obtained in high yields and selectivity. In fact, under different reaction conditions, the synthesis of α-monochlorohydrin (3-chloropropan-1,2-diol) or α,γ-dichlorohydrin (1,3-dichloropropan-2-ol) as predominant product has been achieved. This process was also exploited for the valorisation of the crude mixture of glycerol and monochlorohydrin (glyceric mixture), a by-product from an earlier BioDiesel production. A reaction mechanism has been proposed based on investigations on the chlorination of different alcohols.
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Hancock,K.G.,Dickinson,D.A.
, p. 962 - 963 (1972)
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Kinetic study of the reactions of chlorine atoms and Cl2.- radical anions in aqueous solutions. II. Toluene, benzoic acid, and chlorobenzene
Martire,Bertolotti,Carrillo Le Roux,Braun,Rosso,Bertolotti,Carrillo Le Roux,Braun,Gonzalez
, p. 5385 - 5392 (2001)
The reactions of chlorine atoms and Cl2.- radical ions with toluene, benzoic acid, and chlorobenzene were studied using laser conventional flash photolysis of Na2S2O8 aqueous solutions containing Cl- ions. The reaction rate constants was diffusion-controlled, thus showed no dependence on the σ-Hammett parameter of the substituent in the aromatic ring. The high reactivity of Cl atoms was distinct with that of Cl2.- radical ions, for which the rate constants for the reactions with the substituted benzenes were -/M-sec. The π-complex of benzene yielded very low bond energies (a sequence of chemical reactions unless highly stabilized by the solvent. An electron-transfer reaction pathway was not important for the substrates benzene, toluene, and benzoic acid since phenolic derivatives formed from the disproportionation of HO-CHD radicals were not observed as reaction products. The dissimilarity in the behavior of the Cl-CHD radicals in the gas phase and in organic solvents compared with that in the aqueous phase seemed to be the lack of dissociation of Cl-CHD in aqueous solutions.
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Brocklehurst et al.
, p. 2017 (1964)
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The halogenation of aliphatic C-H bonds with peracetic acid and halide salts
He, Yu,Goldsmith, Christian R.
, p. 1377 - 1380 (2010)
Hydrocarbons react with molar concentrations of peracetic acid and halide salts to yield predominantly monohalogenated products under optimum conditions, with chlorination being more oxidatively efficient than bromination. The alkane halogenation proceeds at ambient temperature and does not require a heavy-metal catalyst. The observed reactivity is consistent with a radical mechanism, in which the peracid initially reacts with the halide ions to yield halogen-atom radicals, which ultimately oxidize the hydrocarbon. Although the reactivity proceeds slightly more efficiently in acetonitrile, the halogenation protocol works well in water.
Practical conversion of chlorosilanes into alkoxysilanes without generating HCl
Wakabayashi, Ryutaro,Sugiura, Yasushi,Shibue, Toshimichi,Kuroda, Kazuyuki
, p. 10708 - 10711 (2011)
Alcohol-free: A versatile, efficient, and practical synthesis of alkoxysilanes without generation of HCl involves the reaction of chlorosilanes with unsymmetrical ethers in the presence of a Lewis acid (see scheme). The reaction proceeds through selective cleavage of C-O bonds and is superior to conventional processes. Industrially feasible reagents are used and only one by-product results. Copyright
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Halford,Reid
, p. 1873,1876 (1941)
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Elliott,Speakman
, p. 641,647,649 (1940)
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Gruselle,Nedelec
, p. 1813,1814 (1978)
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BiCl3 : An efficient agent for selective chlorination of alcohols or for halogen exchange reaction
Boyer, Bernard,Keramane, El Mehdi,Montero, Jean-Louis,Roque, Jean-Pierre
, p. 1737 - 1741 (1998)
BiCl3 was found to be an effective reagent for an improved chlorination of alcohols and for a convenient halogen exchange reaction.
ESI-MS study on transient intermediates in the fast cyclopropenium- activated chlorination reaction of alcohols
Zhao, Zhi-Xiong,Wang, Hao-Yang,Guo, Yin-Long
, p. 856 - 858 (2011)
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Kwart et al.
, p. 765 (1967)
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Thermal Decomposition of Allylbenzene Ozonide
Ewing, James C.,Church, Daniel F.,Pryor, William A.
, p. 5839 - 5844 (1989)
Thermal decomposition of allylbenzene ozonide (ABO) at 98 deg C in the liquid phase yields toluene, bibenzyl, phenylacetaldehyde, formic acid, and (benzyloxy)methyl formate as major products; benzyl chloride is formed when chlorinated solvents are employe
The chemistry of cyclic carbaphosphazenes: The first observation of (R 2PN)(ClCN)2 (R=Cl, Ph) as a reagent for the conversion of alcohols to aldehydes, ketones, and alkyl chlorides
Behera, Nabakrushna,Mishra, Pradyumna Kumar,Elias, Anil J.
, p. 2445 - 2452 (2006)
The oxidation of nine primary and secondary alcohols to the corresponding aldehydes and ketones has been carried out under mild conditions and in good yields using the cyclocarbaphosphazenes (R2PN)(ClCN)2 [R2P = Cl2 P(1), Ph2P(2)] along with dimethylsulfoxide. While both the P-Cl and C-Cl bonds of the carbaphosphazene can in principle bring about the reaction, we observed an increased preference for the C-Cl bonds over the P-Cl bonds in the oxidation of alcohol. Blocking the reactive P site on the heterocyclic ring with the phenyl groups was found to reduce the yields of the oxidized products, while blocking the C- sites with diethylamino groups resulted in no reaction. In addition, along with DMF, the same cyclocarbaphosphazene has been found to be useful for the conversion of alcohols to alkyl chlorides. Copyright Taylor & Francis Group, LLC.
Discovery of novel quinazolinone derivatives as potential anti-HBV and anti-HCC agents
Qiu, Jingying,Zhou, Qingqing,Zhang, Yinpeng,Guan, Mingyu,Li, Xin,Zou, Yueting,Huang, Xuan,Zhao, Yali,Chen, Wang,Gu, Xiaoke
, (2020)
As a continuation of earlier works, a series of novel quinazolinone derivatives (5a-s) were synthesized and evaluated for their in vitro anti-HBV and anti-hepatocellular carcinoma cell (HCC) activities. Among them, compounds 5j and 5k exhibited most potent inhibitory effect on HBV DNA replication in both drug sensitive and resistant (lamivudine and entecavir) HBV strains. Interestingly, besides the anti-HBV effect, compound 5k could significantly inhibit the proliferation of HepG2, HUH7 and SK- cells, with IC50 values of 5.44, 6.42 and 6.75 μM, respectively, indicating its potential anti-HCC activity. Notably, the in vitro anti-HCC activity of 5k were more potent than that of positive control 5-fluorouracil and sorafenib. Further studies revealed that compound 5k could induce HepG2 cells apoptosis by dose-dependently upregulating Bad and Bax expression and decreasing Bcl-2 and Bcl-xl protein level. Considering the potent anti-HBV and anti-HCC effect, compound 5k might be a promising lead to develop novel therapeutic agents towards HBV infection and HBV-induced HCC.
Convenient One-Pot Synthesis of Sulfonyl Chlorides from Thiols Using Sulfuryl Chloride and Metal Nitrate
Park, Young Jun,Shin, Hyun Ho,Kim, Yong Hae
, p. 1483 - 1486 (1992)
Various sulfonyl chlorides were obtained in excellent yields by the reaction of alkyl and aryl thiols with sulfuryl chloride in the presence of metal nitrate under mild condition in aprotic solvents such as acetonitrile and N,N-dimethylformamide.
Keefer,Andrews
, p. 543,544, 547 (1953)
Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols
Liu, Wei,Wu, Qiang,Wang, Miao,Huang, Yahao,Hu, Peng
supporting information, p. 8413 - 8418 (2021/11/01)
An iron-catalyzed deconstruction/hydrogenation reaction of alcohols through C-C bond cleavage is developed through photocatalysis, to produce ketones or aldehydes as the products. Tertiary, secondary, and primary alcohols bearing a wide range of substituents are suitable substrates. Complex natural alcohols can also perform the transformation selectively. A investigation of the mechanism reveals a procedure that involves chlorine radical improved O-H homolysis, with the assistance of 2,4,6-collidine.
Nickel catalyzed deoxygenative cross-coupling of benzyl alcohols with aryl-bromides
Kumar Chenniappan, Vinoth,Peck, Devin,Rahaim, Ronald
, (2020/03/03)
A nickel-catalyzed cross-electrophile coupling of benzyl alcohols with aromatic bromides has been developed. This deoxygenative cross-coupling occurs under mild reaction conditions at ambient temperature affording diarylmethanes, or 1,3-diarylpropenes from benzyl allyl alcohols. The system demonstrated good chemoselectivity tolerating an assortment of reactive functional groups.
