ChemInform Abstract: Azomethine Imines in Four‐ and Five‐Membered Rings: Stable Cyclic Valence Isomers of an α‐(Phenyldiazenyl)ketocarbene.

Abstract

Azomethine Imines in Four-and Five-Membered Rings: Stable Cyclic Valence Isomers of an α-(Phenyldiazenyl)ketocarbene.-The title compound (IV) represents a novel class of four-membered-ring azomethine imines with an exocyclic nitrogen atom. The imine (V) is the first example of a carba-sydnone in which the ring oxygen is replaced by a tetrahedral carbon atom. Treatment of the diazoketone (III) with Newman's reagent in MeOH leads to (IV) and the ester (VII) via an expected Wolff rearrangement. -(SCHANTL, J. G.; RETTENBACHER, A. S.; WURST, K.; Angew.