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.
Related projects:	Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles