130317-56-5Relevant academic research and scientific papers
Nitroketeneaminals, XI: Reaction of enones wit N,N'-cyclically alkylated nitroketeneaminals
Troschutz,Luckel,Mertens
, p. 335 - 339 (1993)
Reaction of enones 2a-d with nitroketeneaminals 3, 4, and 5 in refluxing ethanol yields the Michael adduct 8a and the bicyclic carbinolamines 9, 10, and 11. Dehydratisation of 9a-d in acidic medium leads to heteroanellated 1,4-dihydropyridines 12a-d. By means of 1H-NMR-data the relative configuration of 10d is determined.
Reaction of β-Nitroketeneaminal with Olefins Bearing Electron-Withdrawing Group and Aldehydes
Tokumitsu, Takao
, p. 1921 - 1924 (2007/10/02)
The reaction of 2-(nitromethylene)imidazolidine (1) with olefins bearing an electron-withdrawing group gave Michael-type addition products and/or 5-nitro-1,7-diazabicyclononane derivatives derived from the Michael-type adduct.The reaction of 1 with α,β-unsaturated aldehydes in the presence of an acid, on the other hand, gave similar diazabicyclic derivatives and 2--5-nitro-1,7-diazabicyclonon-5-ene derivatives.The reaction of 1 with saturated and aromatic aldehydes in the presence of hydrochloric acid gave 1,3-bis(2-imidazolidinylidene)-1,3-dinitropropane derivatives.The enhanced enaminic character of 1 is ascribable to the two electron-donating amino groups fixed in a five-membered ring.
