148458-64-4Relevant academic research and scientific papers
REACTION OF IMIDAZOLE AND ITS 2-ALKYL DERIVATIVES WITH γ-BUTYROLACTONE
Shevchenko, O. K.,Ayupova, A. T.,Galust'yan, G. G.
, p. 1274 - 1276 (1992)
Reaction of imidazole with γ-butyrolactone gives N-alkylation and N-acylation products depending upon the reaction conditions.
Synthesis of polysiloxane-based quaternized imidazolium salts with a hydroxy group at the end of alkyl groups
Ichikawa, Tsukasa,Wako, Tsuyoshi,Nemoto, Nobukatsu
, p. 1 - 8 (2015/12/18)
A series of polysiloxane derivatives having quaternized imidazolium moieties with hydroxyalkyl groups ([HPImnOH]Xs) (where n is the number of methylene group and X is counter anion) were prepared by quaternization of poly(3-chloropropylmethylsiloxane) (P1) using 1-(ω-hydroxyalkyl)imidazole derivatives (ImnOHs) and anion-exchange reaction using lithium bis(trifluoromethanesulfonyl)imide. Polysiloxane-based quaternized imidazolium salts having hydroxyalkyl groups with chloride anion ([HPImnOH]Cls) were obtained with high quaternization ratio of approximately 100 mol%. The glass transition temperatures (Tgs) of [HPImnOH]Xs were reduced by introducing a hydroxy group at the end of alkyl groups; however, no significant reduction in Tgs was observed by anion exchange from chloride anion to bis(trifluoromethanesulfonyl)imide one (Tf2N-).
Intramolecular inverse-electron-demand Diels-Alder reactions of imidazoles with 1,2,4-triazines: A new route to 1,2,3,4-tetrahydro-1,5-naphthyridines and related heterocycles
Lahue, Brian R.,Lo, Sie-Mun,Wan, Zhao-Kui,Woo, Grace H. C.,Snyder, John K.
, p. 7171 - 7182 (2007/10/03)
The intramolecular inverse-electron-demand Diels-Alder reaction between imidazoles and 1,2,4-triazines linked by a trimethylene tether from the imidazole N1 position to the triazine C3 proceed in excellent yields to produce 1,2,3,4-tetrahydro-1,5-naphthyridines. The reaction proceeds by a cycloaddition with subsequent loss of nitrogen, followed by a presumed stepwise loss of a nitrile. The analogous intramolecular cycloadditions employing a tetramethylene tether also proceeded to give 2,3,4,5-tetrahydro-1H-pyrido[3,2-b]azepines in acceptable yields. The reaction to produce the tetrahydro-1,5-naphthyridines can also be promoted with microwave irradiation.
Dienophilicity of imidazole in inverse electron demand Diels-Alder reactions; intramolecular reactions with 1,2,4-triazines
Neipp, Christopher E.,Ranslow, Peter B.,Wan, Zhaokui,Snyder, John K.
, p. 7499 - 7502 (2007/10/03)
Imidazole and 2-phenylimidazole undergo intramolecular cycloadditions with 1,2,4-triazines tethered between an imidazole nitrogen and the triazinyl C3 position with a trimethylene chain to produce tetrahydro-1,5-naphthyridines following loss of N2/s
