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Synfacts 2008(10): 1038-1038
DOI: 10.1055/s-2008-1078158
DOI: 10.1055/s-2008-1078158
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Caprolactams from Cyclic Imines by Cross-Metathesis
M. Watzke, K. Schulz, K. Johannes, P. Ullrich, J. Martens*
Carl von Ossietzky Universität Oldenburg, Germany
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. September 2008 (online)

Significance
Reported is the synthesis of α,β-unsaturated-δ-oxacaprolactams from heterocyclic imines using an interesting alkene metathesis. The starting heterocyclic acrylamides were formed in poor to good yield through the reaction of imines with acid chlorides, followed by quenching the resulting α-chloroamines with allyl alcohol. The metathesis reactions proceed in moderate to very good yields using the Grubbs II catalyst. The less expensive Grubbs I catalyst was tested but gave lower yields of products.