Cycloaddition reactions of cumulenes. Part III. Diketen as an allene-like system in the reaction with an azomethine oxide
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 222-225
- https://doi.org/10.1039/p19720000222
Abstract
The synthesis of 2-acetoacetyl-5-benzoyl-1-phenylpyrrolidin-3-one (5) from diketen and C-benzoyl-N-phenyl-azomethine oxide (benzoylmethyleneaniline N-oxide) is described. Its structure was elucidated by spectrometric methods, and its main mass spectral fragmentation path is presented. The formation of product (5) by a cycloaddition reaction followed by intramolecular rearrangement and acetoacetylation is discussed.Keywords
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