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Reaction of Diphenylcyclopropenone with Primary and Secondary Enaminones. Synthetic and Mechanistic Implications
Kascheres, Concetta,Kascheres, Albert,Pilli, Paula S. H.
, p. 5340 - 5343 (2007/10/02)
Diphenylcyclopropenone (1) reacts with the primary and secondary acyclic enaminones 6a-c in toluene at reflux to afford the 1,5-dihydro-2H-pyrrol-2-ones 7a-c in good yield.The reaction of the primary cyclic enaminone 13a produces a 1,5-dihydro-4H-pyrrol-4-one 14, while the secondary cyclic enaminone 13b yields a 2:1 product (16b) as the principal cycloadduct.Mechanisms are discussed.
