Abstract
N -Propenyl-3-oxobutanamides underwent
the manganese(III)-induced oxidative intramolecular cyclization
in ethanol to produce 3-azabicyclo[3.1.0]hexan-2-ones
in good yields. A similar reaction of propenyl 3-oxobutanoates and S -propenyl 3-oxobutanethioates also gave
the corresponding 3-oxa- and 3-thiabicyclo[3.1.0]hexan-2-ones.
The reaction details, the structure determination, and the reaction
pathway are described.
Key words
cyclizations - oxidations - radical reactions - bicyclo[3.1.0]hexanones - manganese(III)
acetate
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