Cycloadditionen, XIX. Umsetzungen von Butadiinyl- und Hexatriinyl-amin-Derivaten mit Nitriloxiden /Cycloadditions, XIX. Reactions of Butadiynyl- and Hexatriynyl-amine Derivatives with Nitrile Oxides

Butadiyn- and hexatriynamines 1 a - g, bearing silyl-, trichlorvinyl- and amino groups, resp. in the ω-position of their acetylenic system add nitrile oxides 3 at their first C/C-triple bond to give the 5-aminoisoxazoles 4, whereas the analogous oligoynamines 1 i-l, bearing a hydrogen in the ω-position, add the nitrile oxides 3 at their terminal C/C-triple bond to give the (5-isoxazolyl)ethynyl- or -1,3-butadiynyl-amines 7. The latter ones react with a second molecule of nitrile oxide 3 to give the bis(isoxazoles) 8. In two cases, keton oximes 6e,j are formed as the products of a 1,3-addition.