New intra-intermolecular criss-cross cycloaddition of unsymmetrical allenylazines with alkynes leading to three fused five-membered heterocycles

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Authors

MAN Stanislav NEČAS Marek BOUILLON Jean-Philippe BAILLIA Henri HARAKAT Dominique POTÁČEK Milan

Year of publication 2005
Type Article in Periodical
Magazine / Source Tetrahedron
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Criss-cross; Cycloaddition; 1;3-Dipolar; Unsymmetrical azine; Allene; Alkyne; 1;10-Diazatricyclo[5.2.1.04;10]deca-2;6-diene
Description This report describes a new type of intraintermolecular 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.
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