20897-16-9Relevant articles and documents
A new synthetic access to N-alkylated nitrones through Lewis acid-catalyzed conjugate additions of aldoximes
Nakama, Kimitaka,Seki, Sumito,Kanemasa, Shuji
, p. 6719 - 6722 (2001)
In the presence of Lewis acid catalysts, aldoximes react with α,β-unsaturated carbonyl compounds at room temperature to give N-alkylnitrones in good yields. Combination of two Lewis acid catalysts, zinc(II) iodide/boron trifluoride etherate (50 mol%/50 mol%), is the best choice to mediate the reactions producing N-alkylated nitrones in excellent yields. In this procedure, a variety of aldoximes and α,β-unsaturated carbonyl acceptors can be employed.
N-Alkylated dinitrones from isosorbide as cross-linkers for unsaturated bio-based polyesters
Goerz, Oliver,Ritter, Helmut
, p. 902 - 909 (2014)
Isosorbide was esterified with acryloyl chloride and crotonic acid yielding isosorbide diacrylate (9a) and isosorbide dicrotonate (9b), which were reacted with benzaldehyde oxime in the presence of zinc(II) iodide and boron triflouride etherate as catalysts to obtain N-alkylated dinitrones 10a/b. Poly(isosorbide itaconite -co- succinate) 13 as a bio-based unsaturated polyester was crosslinked by a 1,3-dipolar cycloaddition with the received dinitrones 10a/b. The 1,3-dipolar cycloaddition led to a strong change of the mechanical properties which were investigated by rheological measurements. Nitrones derived from methyl acrylate (3a) and methyl crotonate (3b) were used as model systems and reacted with dimethyl itaconate to further characterize the 1,3-dipolaric cycloaddition.
