54385-25-0Relevant articles and documents
Synthesis of the new (cyclopenta[b]pyrrolo[1,2-d])azepino[4,5-b]indole ring system
Noe, Eric,Seraphin, Denis,Zhang, Qiang,Djate, Frederic,Henin, Jacques,Laronze, Jean-Yves,Levy, Jean
, p. 5701 - 5704 (1996)
The 2-oxo functionalized title compound 1 was synthesised in 7 steps from tryptamine via rearrangement of the bromoiminium ion 13 in alkaline medium to azepinone 14 with concomitant formation of ketone 15. The ratio 14:15 was shown to depend on the nature of the hydroxide counter-ion.
Toward Diels-Alder reactions on a solid support using polymer bound N-substituted 3-hydroxy-4,4-dimethyl-2-pyrrolidinone acrylate derivatives
Akkari, Rhalid,Calmes, Monique,Martinez, Jean
, p. 2441 - 2450 (2007/10/03)
Several N-substituted 3-hydroxy-4,4-dimethyl-2-pyrrolidinone acrylate derivatives, selected to allow their attachment to a polymer, have been prepared and tested as dienophiles in the Diels-Alder reaction. The experiments, performed under TiCl4 catalysis in solution or the solid phase with isoprene and cyclopentadiene as dienes, pointed out the difficulties associated with some of these compounds that failed to give the corresponding cycloadduct. 13C NMR studies provided some evidence regarding the nature of the interactions between the acrylate compounds and TiCl4. It appears that the outcome of the reaction is dependent on the acrylate structure and that the 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid acrylate derivatives are highly efficient to give the cycloadduct in good yield and with high regio- or endoselectivity in both solution and solid-phase reaction conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Diels-Alder reactions in pyridinium based ionic liquids
Xiao, Ying,Malhotra, Sanjay V.
, p. 8339 - 8342 (2007/10/03)
Diels-Alder reactions have been investigated in pyridinium based ionic liquids. These solvents are found to be more effective compared to the organic solvent studied, in enhancing the reaction rate and product yields. Recycled ionic liquids also gave exce