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    Benzylic Imidazolidinium, 3,4,5,6‐Tetrahydropyrimidinium and Benzimidazolium Salts: Applications in Ruthenium‐Catalyzed Allylic Substitution Reactions
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    Abstract:
    Abstract Imidazolidinium, tetrahydropyrimidinium and benzimidazolium salts were prepared. Upon reaction with t BuOK, they generate carbene ligands, which were associated in situ to [RuCp*(MeCN) 3 ]PF 6 to produce ruthenium catalysts that are active for the substitution of allylic substrates by dimethyl malonate as a carbonucleophile and phenol. The influences of the N‐heterocyclic structures, as well as that of the benzylic N ‐substituents, on the reactivity and regioselectivity were examined.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
    Keywords:
    Dimethyl malonate
    Malonate
    Reactivity
    Substitution reaction
    Kombucha has an anticancer potency because it has dimethyl 2-(2-hydroxy-2-methoxypropilidine) malonate compound. The research aimed to verify the compound dimethyl 2-(2-hydroxy-2-methoxypropilidine) malonate as an anticancer with the in-silico method, namely the molecular docking approach, drug likeness profile, and ADMET test. The tools used were the PyRx, Discovery Studio Visualizer, Sanjeevini, and pkCSM. The research material consisted of 3D Dimethyl 2-(2-Hydroxy-2-Methoxypropilidine) Malonate and Epidermal Growth Factor Receptor (EGFR). The analysis showed Dimethyl 2-(2-Hydroxy-2-Methoxypropilidine) Malonate is safe for consumption and can suppress cancer cells.
    Malonate
    Dimethyl malonate
    [1291-44-7] C11H11IO4 (MW 334.11) InChI = 1S/C11H11IO4/c1-15-10(13)9(11(14)16-2)12-8-6-4-3-5-7-8/h3-7H,1-2H3 InChIKey = YIKAIVFAZZMYCF-UHFFFAOYSA-N Alternate Names: bis(methoxycarbonyl)(phenyliodinio)methanide; phenyliodonium ylide of dimethyl malonate; iodonium ylide of dimethyl malonate. Physical Data: mp 100–104 °C (softens to gum; full melting at 120 °C), off-white crystalline solid. Solubility: poorly soluble and unstable in organic solvents. Form Supplied in: not commercially available. Preparative Methods: the reagent is prepared in one step from iodosobenzene diacetate and dimethyl malonate. Purification: the reagent can be purified by trituration in ether.
    Malonate
    Dimethyl malonate
    Ylide
    Dimethyl ether
    In this paper, dimethyl malonate has been used to the reaction with P benzaldehyde forming the corresponding bis(Dimethyl malonate) which ciclyze with di amine compounds to produce bis ((5,6,7) aze cycles) and some of them reacts wi
    Malonate
    Dimethyl malonate
    Benzaldehyde
    Citations (0)
    Abstract The synthesis of new 1,3-diketones malonates 3 a-j were prepared in good yield from 1,5-diketones 2 a-j by employing the 1,5 → 1,3 diketone rearrangement.
    Malonate
    Dimethyl malonate
    Moiety
    Diketone
    Citations (10)
    Abstract It is demonstrated, that a catalytic system composed of CaCl 2 and a pyridine‐bisoxazoline ligand efficiently promotes the asymmetric Michael addition of α,β‐unsaturated ketones with dimethyl malonate.
    Dimethyl malonate
    Malonate
    Michael reaction
    Diethyl malonate
    Citations (0)
    Abstract The oxidative addition of dimethyl malonate to ring substituted styrenes leads to the formation of substituted dimethyl (2-oxo-2-phenylethyl) malonate and methyl 2-oxo-5-phenyltetrahydrofuran-3-carboxylate along with small amounts of substituted dimethyl [2-(nitrooxy)-2-phenylethyl] malonate and dimethyl 2-methoxy-2-phenylethyl) malonate. A tentative mechanism which supports the formation of these products is also presented.
    Malonate
    Dimethyl malonate
    Ammonium nitrate
    Citations (13)
    Dimethyl malonate has reacted chemoselectively with carbon-nitrogen double bond of benzal-4-acetylanilines (1-8) leaving thc carbon-oxygen double bond, considered to be more reactive, intact under reaction conditions, leading to the formation of mono addition-elimination products rather than bis attack at both the double bonds, even when the reaction has been carried out with two moles of dimethyl malonate.
    Dimethyl malonate
    Malonate
    Carbon fibers
    Condensation reaction
    Citations (1)