Combined intra-intermolecular criss-cross cycloaddition of a new fluorinated unsymmetrical allenylazine with alkynes

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Title in English Combined intraintermolecular criss-cross cycloaddition of a new fluorinated unsymmetrical allenylazine with alkynes
Authors

MAN Stanislav BOUILLON Jean-Philippe NEČAS Marek POTÁČEK Milan

Year of publication 2004
Type Article in Periodical
Magazine / Source Tetrahedron Letters
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Criss-cross cycloaddition; 1;3-Dipolar; Fluorinated unsymmetrical azine; 1;10-Diazatricyclo[5.2.1.04;10]deca-2;6-diene
Description The reaction of a new fluorinated unsymmetrical allenylazine with dimethyl acetylenedicarboxylate and phenylacetylene affords the combined intra-intermolecular criss-cross cycloaddition products, 2,3-disubstituted-1,10-diazatricyclo[5.2.1.04,10]deca-2,6-diene derivatives. The products contain three fused five-membered rings with two nitrogen atoms within an unsaturated heterocyclic system. The structures were assigned using 2D NMR correlations and in the case of the phenylacetylene adduct by X-ray structure analysis.
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