27699-67-8Relevant academic research and scientific papers
An anionic nucleophilic catalyst system for the diastereoselective synthesis of trans-β-lactams
Weatherwax, Anthony,Abraham, Ciby J.,Lectka, Thomas
, p. 3461 - 3463 (2005)
(Chemical Equation Presented) Trans-disubstituted β-lactams show increasing utility and prominence in numerous pharmaceutical applications, making their asymmetric synthesis an attractive goal for chemists. We introduce an anionic, nucleophilic catalyst s
Assembly of 1,2,3,4-Tetrahydropyrrolo[1,2- a]pyrazines via the Domino Reaction of 2-Imidazolines and Terminal Electron-Deficient Alkynes
Festa, Alexey A.,Golantsov, Nikita E.,Golubenkova, Alexandra S.,Varlamov, Alexey V.,Voskressensky, Leonid G.
, (2022/02/05)
The transformation of 2-imidazolines into 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines has been realized. A pseudo-three-component reaction of 2-imidazolines with terminal electron-deficient alkynes (2 equiv) first generates imidazolidines, containing an N-vinylpropargylamine fragment. The latter can then undergo a base-catalyzed domino aza-Claisen rearrangement/cyclization reaction sequence, simultaneously constructing pyrrole and pyrazine rings. The process works in a broad substrate scope, delivering pyrrolo[1,2-a]pyrazines in good to excellent yields (45-90%). This two-step approach can be carried out in a one-pot fashion without a noticeable decrease in yield. Remarkably, a three-component protocol for the introduction of two different alkynes has been also developed.
A Domino Route toward Polysubstituted Pyrroles from 2-Imidazolines and Electron-Deficient Alkynes
Festa, Alexey A.,Golantsov, Nikita E.,Golubenkova, Alexandra S.,Varlamov, Alexey V.,Voskressensky, Leonid G.
supporting information, (2020/06/29)
The reaction of 1,2-disubstituted 2-imidazolines with electron-deficient alkynes proceeds as a pseudo-three-component process and forms imidazolidines with an N-vinylpropargylamine fragment. Heating the resulting imidazolidines in xylene on air leads to a
Mild, Selective Ru-Catalyzed Deuteration Using D2O as a Deuterium Source
Eisele, Pascal,Ullwer, Franziska,Scholz, Sven,Plietker, Bernd
supporting information, p. 16550 - 16554 (2019/12/11)
A method for the selective deuteration of polyfunctional organic molecules using catalytic amounts of [RuCl2(PPh3)3] and D2O as a deuterium source is presented. Through variation of additives like CuI, KOH, and various amounts of zinc powder, orthogonal chemoselectivities in the deuteration process are observed. Mechanistic investigation indicates the presence of different, defined Ru-complexes under the given specific conditions.
Palladium-catalyzed multicomponent synthesis of 2-aryl-2-imidazolines from aryl halides and diamines
Geden, Joanna V.,Pancholi, Alpa K.,Shipman, Michael
, p. 4158 - 4164 (2013/05/22)
An efficient palladium-catalyzed three-component reaction that combines aryl halides, isocyanides, and diamines provides access to 2-aryl-2-imidazolines in yields up to 96%. Through variation of the diamine component, the reaction can be extended to the s
Amidinium based ionic liquids
Dechambenoit, Pierre,Ferlay, Sylvie,Kyritsakas, Nathalie,Hosseini, Mir Wais
, p. 1184 - 1199 (2010/08/08)
Three new series of mono-and bis-cyclic amidinium cations bearing alkyl chains of different length were synthesized. 53 salts were generated upon combining the cations with a variety of anions and their thermal behaviour was investigated. Depending on the structure and the charges state of the cyclic amidinium moiety and the nature of the anion, several of the obtained salts behaved as ionic liquids with their melting point in the range of ca. 25-94 °C.
New chiral ionic liquids based on imidazolinium salts
Winkel, Andreas,Wilhelm, Rene
experimental part, p. 2344 - 2350 (2010/03/04)
The preparation and application of a new series of chiral ionic liquids are described. The salts are based on imidazolinium cations. Some of the cations also incorporated an axial chirality at the C(2) position next to the central chirality. These cations
METAL COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
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Page/Page column 374, (2010/11/08)
A metal complex compound having a special structure containing metals such as iridium. An organic electroluminescence device which comprises at least one organic thin film layer sandwiched between a pair of electrode consisting of an anode and a cathode, wherein the organic thin film layer comprises the above metal complex compound, which emits light by applying an electric voltage between the pair of electrode. An organic EL device employing the novel metal complex compound emits various phosphorous lights including blue light having an enhanced current efficiency and prolonged lifetime.
The nitrosation of imidazolines and oxazolines
Loeppky, Richard N.,Cui, Wenge
, p. 1845 - 1848 (2007/10/03)
Nitrosation (HOAc / NaNO2) of 1-methyl-2-phenyl-2-imidazoline 8 results in cleavage of only the C-N single bond and production of N- (2-methylnitrosaminoethyl)-N-nitrosobenzamide 10. In contrast, 2- phenyl-2-oxazoline 9 nitrosates very rapidly to give products (13-16) derived from a diazonium ion arising from the exclusive cleavage of the C=N.
