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Combined intra-intermolecular criss-cross cycloaddition of a new fluorinated unsymmetrical allenylazine with alkynes |
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| Authors: | Stanislav Man Jean-Philippe Bouillon Marek Ne?as |
| Institution: | a Department of Organic Chemistry, Masaryk University of Brno, Kotlá?ská 2, 611 37 Brno, Czech Republic b UMR 6519 “Réactions Sélectives et Applications”, CNRS—Université de Reims Champagne-Ardenne, B.P. 1039, 51687 Reims Cedex 2, France c Department of Inorganic Chemistry, Masaryk University of Brno, Kotlá?ská 2, 611 37 Brno, Czech Republic |
| Abstract: | 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-diazatricyclo5.2.1.04,10]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. |
| Keywords: | Criss-cross cycloaddition 1 3-Dipolar Fluorinated unsymmetrical azine 1 10-Diazatricyclo[5 2 1 04 10]deca-2 6-diene |
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