α,β‐Epoxyketon → Alkinon‐Fragmentierung II: Pyrolytischer Zerfall der Hydrazone aus α,β‐Epoxyketonen und N‐Amino‐aziridinen. Über synthetische Methoden, 4. Mitteilung

Numerous examples illustrate the course of the thermolysis of hydrazones derived from α,β‐epoxyketones and 2‐phenyl‐ or trans‐2,3‐diphenyl‐1‐amino‐aziridines. This process constitutes a preparatively useful method for the fragmentation of α,β‐epoxyketones to acetylenic carbonyl compounds including acetylenic aldehydes. Monohydrazones from phenylglyoxal and substituted N‐amino‐aziridines decompose smoothly and stereospecifically to the corresponding olefins and diazoacetophenone; such a process might also be useful for the preparation of other α‐diazocarbonyl compounds.