ChemInform Abstract: 1,3-Dipolar Cycloadditions of 2-Ethoxy- and 2-(Ethylthio)-1-azetines with Nitrilimines.
Abstract
Diarylnitrilimines, generated in situ from the corresponding hydrazonyl halides (II), (V), or (VIII), undergo cycloaddition reaction with the ethoxy- and ethylthioazetines (Ia) and (Ib) to form the primary cycloadducts expected.
ChemInform Abstract
Diarylnitrilimines, generated in situ from the corresponding hydrazonyl halides (II), (V), or (VIII), undergo cycloaddition reaction with the ethoxy- and ethylthioazetines (Ia) and (Ib) to form the primary cycloadducts expected. Depending on the kind of azetine and of the starting hydrazonyl halide, the cycloadducts prove to be stable or rearrange to yield the corresponding triazoles as shown in the reaction scheme. The reaction of the ethylthioazetine (Ib) with the bis(4-nitrophenyl)nitrilimine (VIII) yields always a mixture of the cycloadduct (IX) and the rearranged product (X). Further examples are given in the original paper.
