Small and Strained Ring Compounds via Unsaturated Carbenes

Unsaturated carbenes, provide a ready means of entry into numerous, diverse small ring systems. They have been employed to prepare strained alkylidenecyclopropanes that open up to the corresponding trimethylenemethanes or in one case m-xylylene. Triafulvenes, [3]-radialenes as well as [4]-radialenes and cyclynes have been prepared by addition of unsaturated carbenes to appropriate π-systems. They show great potential for the simple preparation of novel small ring heterocycles. Potential formation of allene oxides, allene episulfides, α-lactams and heterocumulene oxides are discussed.

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