147196-11-0Relevant academic research and scientific papers
1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDES TO 8-AZAHEPTAFULVENES
Gandolfi, Remo,Gamba, Anna,Gruenanger, Paolo
, p. 619 - 638 (1995)
Azaheptafulvenes (2) reacted readily with nitrile oxides (1) to give, as a rule, only adducts derived from a reaction involving the C=N moiety of 2.The adducts consisted of a mixture of rapidly equilibrating "spiro" and "condensed" isomers, i.e. 68, wh
1,3-Dipolar Cycloaddition Reactions of 2,4,6-Cycloheptatrien-1-imines with Benzonitrile Oxides Leading to 1,2,4-Oxadiazaspiroundeca-2,6,8,10-tetraenes
Ito, Kazuaki,Saito, Katsuhiro
, p. 3539 - 3548 (2007/10/03)
1,3-Dipolar cycloaddition reactions of N-aryl-2,4,6-cycloheptatrien-1-imines with p-substituted benzonitrile oxides afforded -type cycloadducts in considerable yields.A study of the substituent effect on the reaction rate revealed that the reactions proceeded through nucleophilic reactions of imines to nitrile oxides.Thermal isomerizations and addition reactions of the adducts showed that the contribution of a valence isomerization between cycloheptatriene and norcaradiene lay to the side of the cycloheptatriene form.A comparison of the UV spectra between the adduct and its derivative, which was reduced by catalytic hydrogenation, implies that the spiroconjugation between cycloheptatriene and a five-membered heterocyclic moiety causes a shift of the equilibrium.
1,3-DIPOLAR CYCLOADDITION REACTIONS OF N-ARYL-2,4,6-CYCLOHEPTATRIEN-1-IMINES WITH p-SUBSTITUTED BENZONITRILE OXIDES: FORMATIONS OF 1,2,4-OXADIAZASPIROUNDECA-6,8,10-TRIENES
Ito, Kazuaki,Saito, Katsuhiro,Takahashi, Kensuke
, p. 21 - 24 (2007/10/02)
Reactions of N-aryl-2,4,6-cycloheptatrien-1-imines with p-substituted benzonitrile oxides afforded 1,2,4-oxadiazaspiroundeca-6,8,10-trienes via type cycloadditions.The study of substituent effects on the reaction rates suggested the nucleophili
