3‐Aminoidoles, Imidazolidines, and Oxazolidines from Isocyanides and Carbene Complexes by Metal‐Induced [4+2]‐ and [3+2]‐Cycloadditions

Rudolf Aumann, Eberhard Kuckert, Heinrich Heinen

Angewandte Chemie International Edition in English · 1985 · 23 citations · 2 references

Concepts

Abstract

the azaalene complexes 1 (M = Cr, Mo, W) are especially useful building blocks in the synthesis of heterocycles. They undergo [3 + 2]-cycloadditions with aldehydes, isocyanates or carbodiimides to give carbene complexes such as 2, from which the carbonylmetal fragment can be oxidatively cleaved such that the corresponding five-membered ring heterocycles are formed. For example, the hydantoin 3 can be obtained in high yields from the isocyanate adduct 2 (X = NR″, Y = O).

References

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