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New intra-intermolecular criss-cross cycloaddition of unsymmetrical allenylazines with alkynes leading to three fused five-membered heterocycles |
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| Authors: | Stanislav Man,Marek Ne?as,Henri Baillia,Milan Potá ?ek |
| Affiliation: | a Department of Organic Chemistry, Masaryk University of Brno, Kotlá?ská 2, 611 37 Brno, Czech Republic b Department of Inorganic Chemistry, Masaryk University of Brno, Kotlá?ská 2, 611 37 Brno, Czech Republic c UMR 6519 ‘Réactions Sélectives et Applications’, CNRS-Université de Reims Champagne-Ardenne, B.P. 1039, 51687 Reims Cedex 2, France |
| Abstract: | This report describes a new type of intra-intermolecular criss-cross cycloadditions. Thermal reactions of unsymmetrical allenylazines in the presence of alkynes led to three fused five-membered heterocycles in some cases. In the case of unsymmetrical substituted alkynes, a regioselectivity was observed. The molecular structures of all products are discussed. One X-ray crystal structure is also reported. |
| Keywords: | Criss-cross Cycloaddition 1,3-Dipolar Unsymmetrical azine Allene Alkyne 1,10-Diazatricyclo[5.2.1.04,10]deca-2,6-diene |
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