6140-80-3Relevant academic research and scientific papers
Technological method for preparation of allyl ether compounds
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Paragraph 0065-0067, (2017/02/17)
The invention discloses a technological method for preparation of allyl ether compounds; the technological method can obtain the high-purity allyl ether compounds in low cost and high yield, has the advantages of high selectivity of the allyl ether compounds, less side reaction, easy separation and purification of the products, friendly technological process environment and the like, and is suitable for large-scale industrialized production.
Hydrogen-bond-activated palladium-catalyzed allylic alkylation via allylic alkyl ethers: Challenging leaving groups
Huo, Xiaohong,Quan, Mao,Yang, Guoqiang,Zhao, Xiaohu,Liu, Delong,Liu, Yangang,Zhang, Wanbin
supporting information, p. 1570 - 1573 (2014/04/17)
C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).
METALLOENZYME INHIBITOR COMPOUNDS
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Page/Page column 74-75, (2013/02/28)
The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.
Silphos [PCl3-n(SiO2)n]: A heterogeneous phosphine reagent for the conversion of epoxides to β-bromoformates or alkenes
Iranpoor, Nasser,Firouzabadi, Habib,Jamalian, Arezu
, p. 1823 - 1827 (2007/10/03)
Silphos [PCl3-n(SiO2)n] as a heterogeneous phosphine reagent is efficiently applied for the transformation of epoxides to β-bromoformates in the presence of bromine or N-bromosuccinimide in dimethyl formamide at 0 °C. The combination of Silphos and iodine was also found suitable for the room temperature preparation of alkenes. The use of Silphos provides the advantage of easy separation of the phosphine oxide by-product from the reaction mixture.
Rapid, highly efficient and stereoselective deoxygenation of epoxides by ZrCl4/NaI
Firouzabadi, Habib,Iranpoor, Nasser,Jafarpour, Maasoumeh
, p. 4107 - 4110 (2007/10/03)
An effective and highly chemoselective method is described for the rapid deoxygenation of different epoxides to the corresponding olefins using ZrCl 4/NaI in anhydrous CH3CN, in excellent yields and with retention of relative stereochemistry.
Halide-Free Dehydrative Allylation Using Allylic Alcohols Promoted by a Palladium-Triphenyl Phosphite Catalyst
Kayaki, Yoshihito,Koda, Takashi,Ikariya, Takao
, p. 2595 - 2597 (2007/10/03)
The triphenyl phosphite-palladium complex was found to effect catalytic substitution reactions of allylic alcohols via a direct C-O bond cleavage. The dehydrative etherification proceeded efficiently without any cocatalysts and bases to give allylic ethers in good to excellent yields.
Reactions of epoxides and episulfides with electrophilic halogens
Iranpoor, Nasser,Firouzabadi, Habib,Chitsazi, Maryam,Ali Jafari, Abbas
, p. 7037 - 7042 (2007/10/03)
A novel method is described for the conversion of epoxides into β-bromoformates using Ph3PBr2, Ph3P/N-bromosuccinimdes (NBS) and or Ph3P/2,4,4,6-tetrabromo-2,5-cyclohexadiene-1-one (TABCO) in DMF. Epoxides in the presence of Ph3P/I2 were converted into olefins immediately in excellent yields. The application of NBS, NCS, and TABCO as compounds carrying electrophilic halogens for the highly selective alcoholysis of epoxides and dimerization or alcoholysis dimerization of episulfides are also described.
Hydrolysis and Alcoholysis of Esters of o-Nitrobenzenesulfonic Acid
Sendega,Makitra,Pirig
, p. 1438 - 1446 (2007/10/03)
The rate of solvolysis of esters of o-nitrobenzenesulfonic acid with water and C1-C4 alcohols is satisfactorily described by two-parametric Hammett-Taft equation with predominating effect of the electronic factor σ*. The effect of the structure of the hydrocarbon rest in the sulfonic ester group does not fit to this relationship.
Relative Thermodynamic Stabilities of Isomeric Alkyl Allyl and Alkyl (Z)-Propenyl Ethers
Taskinen, Esko
, p. 11389 - 11394 (2007/10/02)
The relative thermodynamic stabilities of ten allyl ethers (ROCH2CH=CH2) and the corresponding isomeric (Z)-propenyl ethers (where R is an alkyl group, or a methoxysubstituted alkyl group) have been determined by chemical equilibration in DMSO solution with t-BuOK as catalyst.From the variation of the equilibrium constant with temperature, the values of the thermodynamic parameters ΔG, ΔH and ΔS of isomerization at 298.15 K were evaluated.The propenyl ethers are highly favored at equilibrium, the values of both ΔG and ΔH for the allyl -> propenyl reaction being ca. -18 to 25 kJ mol-1.The favor of the propenyl ethers is increased by bulky alkyl substituents, and decreased by methoxysubstituted alkyl groups.In most cases the entropy contribution is negligible; however, for R=(MeO)2CH and R=(MeO)3C the values of ΔS are ca. -5 J K-1 mol1-.
Carbonylation of allylic ethers to esters
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, (2008/06/13)
A method is disclosed for the production of esters by reaction of an allylic ether with carbon monoxide in the presence of a catalytically effective amount of a Group VIII noble metal catalyst and halide compound to obtain esters. The halide compound is present in an amount sufficient to prevent the catalyst from being converted into a Group VIII metal during the reaction. When the reaction is conducted in the presence of a quaternary ammonium salt the ester may be extracted by solvent extraction to minimize catalyst decomposition caused when extractive distillation is used to separate the ester.
