- Direct Synthesis of Deuterium-Labeled O -, S -, N-Vinyl Derivatives from Calcium Carbide
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A novel methodology for the preparation of trideuterovinyl derivatives of high purity directly from alcohols, thiols, and NH-compounds was developed. Commercially available calcium carbide and D 2 O acted as a D 2 -acetylene source, and DMSO- d 6 was used to complete the formation of the D 2 C=C(D)-X fragment (X = O, S, N). Polymerization of a selected trideuterovinylated compound showed a very promising potential of these substances in the synthesis of labeled polymeric materials. Biological activity of the synthesized trideuterovinyl derivatives was evaluated and the results indicated a significant increase of cytotoxicity upon deuteration.
- Ananikov, Valentine P.,Egorova, Ksenia S.,Ledovskaya, Maria S.,Posvyatenko, Alexandra V.,Rodygin, Konstantin S.,Voronin, Vladimir V.
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- N,N-Dimethylformamide-stabilised palladium nanoparticles combined with bathophenanthroline as catalyst for transfer vinylation of alcohols from vinyl ether
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We reportN,N-dimethylformamide-stabilised Pd nanoparticle (Pd NP)-catalysed transfer vinylation of alcohols from vinyl ether. Pd NPs combined with bathophenanthroline exhibited high catalytic activity. This reaction proceeded with low catalyst loading and the catalyst remained effective even after many rounds of recycling. The observation of the catalyst using transmission electron microscopy and dynamic light scattering implied no deleterious aggregation of Pd NPs.
- Tabaru, Kazuki,Nakatsuji, Masato,Itoh, Satoshi,Suzuki, Takeyuki,Obora, Yasushi
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supporting information
p. 3384 - 3388
(2021/05/03)
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- Method for preparing benzyl vinyl ether and monomer copolymer thereof
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The invention belongs to the field of fine chemical synthesis, and relates to a method for preparing benzyl vinyl ether and a monomer copolymer thereof. Benzyl vinyl ether is prepared from benzyl alcohol and acetylene under the catalysis of a catalyst in a low-pressure, heating and stirring environment, and then hydroxyalkyl ether, fluoro-olefin and an initiator are added to prepare the benzyl vinyl ether copolymer. The yield of benzyl vinyl ether prepared by the method is as high as 51-85%, the purity is as high as 98.0%-99.9%, and the yield of the benzyl vinyl ether copolymer is 80%-99.5%. Moreover, production equipment of the preparation method is conventional equipment, the used catalyst is cheap, the catalyst is not easy to inactivate in the reaction process, reaction conditions are mild and easy to implement, operation is convenient, and the preparation method is suitable for industrial production.
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Paragraph 0044-0072; 0077-0083; 0086-0093; 0096-0103
(2020/06/05)
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- Calcium Carbide Looping System for Acetaldehyde Manufacturing from Virtually any Carbon Source
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A vinylation/devinylation looping system for acetaldehyde manufacturing was evaluated. Vinylation of iso-butanol with calcium carbide under solvent-free conditions was combined with hydrolysis of the resulting iso-butyl vinyl ether under slightly acidic conditions. Acetaldehyde produced by hydrolysis was collected from the reaction mixture by simple distillation, and the remaining alcohol was redirected to the vinylation step. All the inorganic co-reagents can be looped as well, and the full sequence is totally sustainable. A complete acetaldehyde manufacturing cycle was proposed on the basis of the developed procedure. The cycle was fed with calcium carbide and produced the aldehyde as a single product in a total preparative yield of 97 %. No solvents, hydrocarbons, or metal catalysts were needed to maintain the cycle. As calcium carbide in principle can be synthesized from virtually any source of carbon, the developed technology represents an excellent example of biomass and waste conversion into a valuable industrial product.
- Rodygin, Konstantin S.,Lotsman, Kristina A.,Ananikov, Valentine P.
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p. 3679 - 3685
(2020/06/17)
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- Preparation method of bilastine intermediate
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The invention relates to a preparation method of a bilastine intermediate represented by a formula 1. The preparation method specifically comprises: carrying out a reaction in a first solvent in the presence of DBU by using 2-bromoethyl anisole (formula I
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Paragraph 0082-0083
(2020/02/10)
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- Stereoselective three-component cascade synthesis of α-substituted 2,4-dienamides from: gem -difluorochloro ethanes
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Herein, we describe a new transition metal-free Claisen rearrangement for the synthesis of α-substituted 2,4-dienamides. The one-pot, stereoselective three-component cascade reaction between a series of propargyl alcohols, amines, and gem-difluorochloro ethane derivatives afforded various polysubstituted 2,4-dienamides in good yields. This synthetic method for 1,1-captodative dienes, α-substituted 2,4-dienamides, can be utilized for preparing pharmaceutical analogues containing an indolin-2-one or lactone moiety.
- Das, Shyamsundar,Ko, Nakeun,Lee, Eunsung,Kim, Sang Eun,Lee, Byung Chul
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supporting information
p. 14355 - 14358
(2019/12/02)
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- Synthesis of Piperidine Derivatives by Rhodium- Catalyzed Tandem Reaction of N-Sulfonyl-1,2,3-Triazole and Vinyl Ether
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A chemoselective tandem reaction of 4-acyloxymethylene-1-sulfonyl-1,2,3-triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N-sulfonyl 1-azadiene generated by migration of the OAc group to the α-imino rhodium carbene was isolated and a plausible mechanism was proposed. Several related ring systems were constructed from the highly functionalized products. (Figure presented.).
- Yu, Sisi,An, Yuehui,Wang, Wenlin,Xu, Ze-Feng,Li, Chuan-Ying
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p. 2125 - 2130
(2018/04/17)
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- Access to α-Amino Acid Esters through Palladium-Catalyzed Oxidative Amination of Vinyl Ethers with Hydrogen Peroxide as the Oxidant and Oxygen Source
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A novel and convenient palladium catalytic system for the synthesis of α-amino acid esters from simple starting materials is reported. Hydrogen peroxide not only acts as the green oxidant, but also as the oxygen source. This strategy for the conversion of amines and vinyl ethers into highly functionalized and structurally diverse α-amino acid esters is characterized by the simplicity of the experimental procedure, mild reaction conditions, high atom economy, scalability, and practicability.
- Ouyang, Lu,Li, Jianxiao,Zheng, Jia,Huang, Jiuzhong,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
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supporting information
p. 15926 - 15930
(2017/11/23)
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- A solid acetylene reagent with enhanced reactivity: Fluoride-mediated functionalization of alcohols and phenols
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The direct vinylation of an OH group in alcohols and phenols was carried out utilizing a novel CaC2/KF solid acetylene reagent in a simple K2CO3/KOH/DMSO system. The functionalization of a series of hydroxyl-group-containing substrates and the post-modification of biologically active molecules were successfully performed using standard laboratory equipment, providing straightforward access to the corresponding vinyl ethers. The overall process developed involves an atom-economical addition reaction employing only inorganic reagents, which significantly simplifies the reaction set-up and the isolation of products. A mechanistic study revealed a dual role of the F- additive, which both mediates the surface etching/renewal of the calcium carbide particles and activates the CC bond towards the addition reaction. The development of the fluoride-mediated nucleophilic addition of alcohols eliminates the need for strong bases and may substantially extend the areas of application of this attractive synthetic methodology due to increasing functional group tolerance. As a replacement for dangerous and difficult to handle high-pressure acetylene, we propose the solid reagent CaC2/KF, which is easy to handle, does not require dedicated laboratory equipment and demonstrates enhanced reactivity of the acetylenic triple bond. Theoretical calculations have shown that fluoride-mediated activation of the hydroxyl group towards nucleophilic addition significantly reduces the activation barrier and facilitates the reaction.
- Werner, Georg,Rodygin, Konstantin S.,Kostin, Anton A.,Gordeev, Evgeniy G.,Kashin, Alexey S.,Ananikov, Valentine P.
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supporting information
p. 3032 - 3041
(2017/07/24)
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- METHOD OF PRODUCING VINYL ETHER, AND CATALYST FOR ETHER EXCHANGE REACTION
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PROBLEM TO BE SOLVED: To provide a method for producing vinyl ether that allows a reaction to sufficiently proceed even in a small amount of catalyst, and facilitates the recovery and reuse of the catalyst with excellent operability. SOLUTION: A method for producing vinyl ether represented by formula (3) is characterized in that alcohol and vinyl ether represented by formula (2) are subjected to ether replacement reaction. There is also provided catalyst that comprises a metal nano cluster obtained by heating a transition metal compound in solvent comprising coordination organic solvent and a nitrogen-containing heterocyclic compound. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0119; 0126; 0127
(2017/08/14)
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- Bis(1-cyanovinyl acetate) Is a Linear Precursor to 3-Oxidopyrylium Ions
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Herein we describe the first approach to 3-oxidopyrylium ions from a linear precursor. Heating bis(1-cyanovinyl acetate) in the presence of a trace amount of pyridinium p-toluenesulfonate results in a series of acyl group transfers and an intramolecular cyclization event to form a 3-oxidopyrylium ion that can be trapped by reaction with several dipolarophiles. When treated with dienes, the result is a sequential [5 + 2]/[4 + 2] cycloaddition reaction that provides sp3-rich products of high molecular complexity.
- Wilkerson-Hill, Sidney Malik,Sawano, Shota,Sarpong, Richmond
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p. 11132 - 11144
(2016/11/28)
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- CYCLOPROPYLBORONIC COMPOUNDS, METHOD FOR PREPARING SAME AND USE THEREOF
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Cyclopropylboronic compounds, the preparation process thereof and the use thereof.
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Paragraph 0862; 0863; 0864
(2016/02/16)
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- Dynamic kinetic asymmetric [3 + 2] annulation reactions of aminocyclopropanes
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We report the first example of a dynamic kinetic asymmetric [3 + 2] annulation reaction of aminocyclopropanes with both enol ethers and aldehydes. Using a Cu catalyst and a commercially available bisoxazoline ligand, cyclopentyl- and tetrahydrofurylamines were obtained in 69-99% yield and up to a 98:2 enantiomeric ratio using the same reaction conditions. The method gives access to important enantio-enriched nitrogen building blocks for the synthesis of bioactive compounds.
- De Nanteuil, Florian,Serrano, Eloisa,Perrotta, Daniele,Waser, Jerome
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supporting information
p. 6239 - 6242
(2014/05/20)
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- Vinyl polymerization versus [1,3] O to C rearrangement in the ruthenium-catalyzed reactions of vinyl ethers with hydrosilanes
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Two reactions, vinyl polymerization and [1,3] O to C rearrangement of vinyl ethers, are investigated in the ruthenium-catalyzed reaction with hydrosilanes. The reaction pathways are dependent on the substituents of the vinyl ether, in particular, those of the alkoxy group. Primary-, secondary-, and tertiary-alkyl vinyl ethers, ROCHCH2, are polymerized with ease to give the corresponding polymer in good yields. When R is electron-donating benzyl groups, the reaction does not give the polyvinyl ether but results in [1,3] O to C rearrangement to give the corresponding aldehyde, RCH2CHO in moderate to good yields. The rearrangement selectively proceeds when vinyl ethers having α-substituents are used as the starting materials to give the corresponding ketones in high yields. With catalytic amounts of hydrosilanes, the rearrangement gives ketones or aldehydes selectively. In sharp contrast, use of excess amounts of hydrosilanes leads to the rearrangement followed by reduction of the formed carbonyl group to give the corresponding silyl ethers in good yields. Nature of catalytically active species is discussed. Crown Copyright
- Harada, Nari-Aki,Nishikata, Takashi,Nagashima, Hideo
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supporting information; experimental part
p. 3243 - 3252
(2012/06/01)
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- Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids
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Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh3 and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%).
- Nakamura, Aki,Tokunaga, Makoto
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p. 3729 - 3732
(2008/09/20)
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- Cu-mediated Stille reactions of sterically congested fragments: Towards the total synthesis of zoanthamine
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A study on the Stille reaction of alkenyl iodides and stannanes with structural resemblance to retrosynthetic fragments of a projected total synthesis of the marine alkaloid zoanthamine was carried out. A range of reaction conditions was examined, and a p
- Nielsen, Thomas E.,Le Quement, Sebastian,Juhl, Martin,Tanner, David
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p. 8013 - 8024
(2007/10/03)
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- Polymer-supported β-bromoethyl selenide: An efficient reagent for the synthesis of aryl vinyl ethers
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A simple and efficient procedure for the solid-phase synthesis of aryl vinyl ethers using polymer-supported β-bromoethyl selenide with traceless linker strategy is described.
- Sheng, Shou-Ri,Liu, Xiao-Ling,Wang, Xing-Cong,Xin, Qin,Song, Cai-Sheng
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p. 2833 - 2836
(2007/10/03)
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- Inactivation of S-adenosylhomocysteine hydrolase with haloethyl and dihalocyclopropyl esters derived from homoadenosine-6′-carboxylic acid
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Inactivation of AdoHcy hydrolase with 2-3 resulted in time-dependent loss of enzyme activity. The mechanism of inactivation is discussed. In a search for new inhibitors that exploit 5′-6′ 'hydrolytic activity' of AdoHcy hydrolase, a new series of haloethy
- Guillerm, Georges,Muzard, Murielle,Glapski, Cédric
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p. 5799 - 5802
(2007/10/03)
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- Electron-transfer reduction of selected alcohols with alkalide K-, K+(15-crown-5)2 via organometallic intermediates
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The course of the reaction of alkalide K-, K+ (15-crown-5)2 1 with selected alcohols depends on the kind of alcohol and the mode of substrate delivery. In the case of methanol, potassium methoxide formed initially undergoes destructfion at the excess of 1. It results in potassium oxide and methylpotassium. The latter opens the crown ether ring giving potassium tetraethylene glycoxide vinyl ether and methane. A similar course of the process is observed for propanol. Potassium glycidoxide is the main product formed in the reaction of 1 with glycidol. Its oxirane ring is opened at the excess of 1. Organopotassium alkoxides, i.e., potassium potassiomethoxide and dipotassium potassiopropane-1,2-dioxide are intermediate products of this reaction. They react then with the crown ether. Potassium methoxide, potassium enolate of acetaldehyde, dipotassium propane-1, 2-dioxide and potassium tetraethylene glycoxide vinyl ether are the final products of this process.
- Grobelny, Zbigniew,Stolarzewicz, Andrzej,Maercker, Adalbert,Krompiec, Stanis,Kasperczyk, Janusz,Rzepa, Józef,Frey, Holger
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p. 2361 - 2367
(2007/10/03)
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- Decomposition of vinyl ethers by alkalide K- K+ (15-crown-5)2 via organopotassium intermediates
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The structure of vinyl ethers determines the direction of the C-O bond cleavage by alkalide K-, K+(15-crown-5)2 1. Highly reactive organopotassium compounds are intermediate products formed in the system containing phenyl vinyl ether, butyl vinyl ether, ethylene glycol butyl vinyl ether or triethylene glycol methyl vinyl ether. Vinylpotassium and butylpotassium react with 15-crown-5. The oxacyclic ring of the latter is opened in this case. Organopotassium ethers possessing CH2CH2O units eliminate ethylene. It results in various potassium alkoxides. The reaction of 1 with butyl vinyl ether occurs very slow as compared to other vinyl ethers and most of other reagents used till now.
- Grobelny, Zbigniew,Stolarzewicz, Andrzej,Maercker, Adalbert,Krompiec, Stanis,Kasperczyk, Janusz,Rzepa, Józef
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p. 1580 - 1585
(2007/10/03)
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- Trimethyl phosphite as a trap for alkoxy radicals formed from the ring opening of oxiranylcarbinyl radicals. Conversion to alkenes. Mechanistic applications to the study of C-C versus C-O ring cleavage
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Trimethyl phosphite, (MeO)3P, is introduced as an efficient and selective trap in oxiranylcarbinyl radical (2) systems, formed from haloepoxides 8-13 under thermal AIBN/n-Bu3SnH conditions at about 80 °C. Initially, the transformations of 8-13, in the absence of phosphite, to allyl alcohol 7 and/or vinyl ether 5 were measured quantitatively (Table 1). Structural variations in the intermediate oxiranylcarbinyl (2), allyloxy (3), and vinyloxycarbinyl (4) radicals involve influences of the thermodynamics and kinetics of the C-O (2 → 3, k1) and C-C (2 → 4, k2) radical scission processes and readily account for the changes in the amounts of product vinyl ether (5) and allyl alcohol (7) formed. Added (MeO)3P is inert to vinyloxycarbinyl radical 4 and selectively and rapidly traps allyloxy radical 3, diverting it to trimethyl phosphate and allyl radical 6. Allyl radicals (6) dimerize or are trapped by n-Bu3SnH to give alkenes, formed from haloepoxides 8, 9, and 13 in 69-95% yields. Intermediate vinyloxycarbinyl radicals (4), in the presence or absence of (MeO)3P, are trapped by n-Bu3SnH to give vinyl ethers (5). The concentrations of (MeO)3P and n-Bu3SnH were varied independently, and the amounts of phosphate, vinyl ether (5), and/or alkene from haloepoxides 10, 11, and 13 were carefully monitored. The results reflect readily understood influences of changes in the structures of radicals 2-4, particularly as they influence the C-O (k1) and C-C (k2) cleavages of intermediate oxiranylcarbinyl radical 2 and their reverse (k-1, k-2). Diversion by (MeO)3P of allyloxy radicals (3) from haloepoxides 11 and 12 fulfills a prior prediction that under conditions closer to kinetic control, products of C-O scission, not just those of C-C scission, may result. Thus, for oxiranylcarbinyl radicals from haloepoxides 11, 12, and 13, C-O scission (k1, 2 → 3) competes readily with C-C cleavage (k2, 2 → 4), even though C-C scission is favored thermodynamically.
- Ding, Bangwei,Bentrude, Wesley G.
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p. 3248 - 3259
(2007/10/03)
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- Process for producing vinyl ether compounds
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A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): 1wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2):R5OH??(2)wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): 2wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.
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- Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols
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An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.
- Bosch, Martin,Schlaf, Marcel
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p. 5225 - 5227
(2007/10/03)
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- Development of a highly efficient catalytic method for synthesis of vinyl ethers
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A new method for the preparation of alkyl vinyl ethers has been developed. Thus, various types of alkyl vinyl ethers were synthesized by the reaction of alcohols with vinyl acetate under the influence of a catalytic amount of [Ir(cod)Cl]2 combined with Na2CO3 in good to excellent yields. Copyright
- Okimoto, Yoshio,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 1590 - 1591
(2007/10/03)
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- Pd-catalyzed inter- and intramolecular carbene transfer from group 6 metal-carbene complexes
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The use of group 6 metal-carbene complexes in inter- and intramolecular carbene transfer reactions has been studied. Thus, pentacarbonyl[(aryl)(methoxy)carbene]chromium(0) and tungsten complexes, 10, efficiently dimerize at room temperature in the presenc
- Sierra,Del Amo,Mancheno,Gomez-Gallego
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p. 851 - 861
(2007/10/03)
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- Acetals as New 2′-O-Protecting Functions for the Synthesis of Oligoribonucleotides: Synthesis of Uridine Building Blocks and Evaluation of Their Relative Acid Stability
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A broad variety of new acyclic vinyl ethers (see 6-41) have been synthesized via the vinyl-interchange reaction of ethyl vinyl ether at room temperature using mercury(II) trifluoroacetate as a highly efficient catalyst. The appropriate vinyl ethers were r
- Matysiak, Stefan,Fitznar, Hans-Peter,Schnell, Ralf,Pfleiderer, Wolfgang
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p. 1545 - 1566
(2007/10/03)
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- Synthese de polymeres hautement fluores amorphes et a Tg elevees: copolymerisation de maleimides fluores avec des ethers vinyliques
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We have prepared and characterized (by 1H NMR and MS methods) N-4-(2'-F-hexylethoxy)phenylmaleimide and N-4-(2'-F-hexylethylthio)phenylmaleimide.The behaviour of these fluorinated maleimides (FM) towards various vinyl ethers (2-chloroethylvinyl ether, ben
- Beaune, O.,Bessiere, J. M.,Boutevin, B.,Robin, J. J.
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p. 159 - 168
(2007/10/03)
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- A facile one-pot synthesis of symmetrical and unsymmetrical acetaldehyde acetals from primary alcohols
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Initial formation of a vinyl ether 2 by treatment of a primary alcohol 1 with ethyl vinyl ether in the presence of mercury (II) acetate followed by treatment with the same or a different alcohol in the presence of p-toluenesulfonic acid affords the symmetrical and unsymmetrical acetaldehyde acetals 3 in good overall yield. The method is easily scaled up and represents a significant improvement over currently available procedures.
- Guy,DiPietro
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p. 687 - 692
(2007/10/02)
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- SYNTHESIS OF AN ETHYLENE GLYCOL CROSS-LINKED AMINO ACID
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Synthesis of an ethylene glycol-containing amino acid, (2R,9S)-N2-Cbz-N9-Boc-2,9-diamino-4,7-dioxadecanedioic acid 1-phenacyl 10-methyl diester 1, was studied through direct alkylation of N-Boc-L-serine and through BF3-catalyzed ring
- Ho, Mengfei,Wang, Weiheng,Douvlos, Maria,Pham, Thuha,Klock, Timothy
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p. 1283 - 1286
(2007/10/02)
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- Chelation-Controlled, Palladium-Catalyzed Vinylic Substitution Reactions of Vinyl Ethers. 2-Arylethanal Equivalents from Aryl Halides
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The regioselectivity of palladium-catalyzed arylation reactions of a series of nitrogen-containing vinyl ethers is reported.The presence of a β-amino substituent gives a profound influence on regiochemistry.Thus, the arylation of ethene (1c) with a variety of aryl iodides and bromides provides the β-arylation products ethenyl>arenes (3) with at least 95percent selectivity and in good yields.The corresponding arylation of butoxyethene is a nonselective process giving a mixture of α- and β-substitution products.The palladium-catalyzed arylation of 1c constitutes an entry to 2-arylethanals after cleavage of the enol ether.The directing effect of the amino group is discussed in terms of chelation with the intermediate arylpalladium halide.
- Andersson, Carl-Magnus,Larsson, Joakim,Hallberg, Anders
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p. 5757 - 5761
(2007/10/02)
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- A Novel Probe for Free Radicals featuring Epoxide Cleavage
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This paper describes the identification of carbon-carbon bond cleavage within a defined range of epoxides as being a reaction type which is specifically diagnostic of free radicals adjacent to the epoxide.The speed of the epoxide cleavage is greater than
- Dickinson, Julia M.,Murphy, John A.,Patterson, Christopher W.,Wooster, Nicholas F.
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p. 1179 - 1184
(2007/10/02)
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- Cobalt-mediated Radical Reactions in Organic Synthesis. Oxidative Cyclisations of Aryl and Alkyl Halides leading to Functionalised Reduced Heterocycles and Butyrolactones
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Reactions between the CoI species derived from cobalt(III) salen (11) or cobalt(II) salophen (12) and (O-allyl) or (O-but-3-enyl) iodophenols lead to isolatable cobalt complexes, viz. (16) and (27), which can be converted into substituted benzofurans, i.e. (17) and (23), and benzopyrans, i.e. (28) and (34); similarly, interaction between compound (36) and Co1 salen led in one step to 1,3-dimethylindole (37).Radical cyclisation of the acetal (38a) in the presence of Co1 cobaloxime leads to the cis-ring-fused alkyl cobalt complex (42), which can be converted in a preparative manner into lactone (44) following 1,2-elimination and hydrolysis/oxidation, and into lactone (53) following insertion of molecular oxygen , reduction and hydrolysis/oxidation.
- Bhandal, Harcharan,Patel, Vinod F.,Pattenden, Gerald,Russell, Jamie J.
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p. 2691 - 2701
(2007/10/02)
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- Novel Synthesis of Vinyl Ethers induced by Carbon-Halogen Bond Homolysis
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Cleavage of 2-aryl-3-α-halogenoalkyloxiranes, brought about by tributylstannyl radicals, leads to products resulting from carbon-carbon bond cleavage.
- Cook, Michelle,Hares, Owen,Johns, Amanda,Murphy, John A.,Patterson Christopher W.
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p. 1419 - 1420
(2007/10/02)
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