85369-84-2Relevant academic research and scientific papers
Synthesis of new physiologically active (2-oxoimidazolidin-5-yl)indoles
Akimov, Mikhail G.,Dudina, Maria S.,Kochetkov, Konstantin A.,Melnikova, Elizaveta K.,Protopopova, Polina S.,Sviridova, Lyudmila A.
, p. 347 - 349 (2020)
Boron trifluoride-catalyzed amidoalkylation of indole derivatives with 5-hydroxy-1-phenylimidozolidin-2-one affords new biheterocycles with a direct C–C bond. Among them, 3- or 2-(2-oxoimidazolidin-5-yl)indoles manifest antiinflammatory activity with relatively low toxicity.
Selective Reductions of 3-Substituted Hydantoins to 4-Hydroxy-2-imidazolidinones and Vicinal Diamines
Cortes, Sergio,Kohn, Harold
, p. 2246 - 2254 (2007/10/02)
N3-Substituted hydantoins (1) have been shown to undergo LiAlH4 reduction (THF, room temperature, 2 days) to give 4-hydroxy-2-imidazolidinones (3) in good yields.Reduction of 3,5-disubstituted hydantoins in which an aliphatic substituent was present at nitrogen 3 led to the preferential formation of the cis adduct 3.Conversely, disubstituted hydantoins possessing an aryl moiety at nitrogen 3 gave the trans derivative 3 as the major product.Treatment of the N3-substituted hydantoins (1) under more vigorous conditions (THF, reflux, 3 days) led to selective ring opening of 1 to yield N-methylethylenediamines (7).The scope of both of these reductive processes has been explored, and explanations are offered to account for the observed results.Full spectral (infrared, 1H and 13C NMR, and mass spectra) data on all three classes of compounds (1, 3, and 7) have been collected.Together this information provides a consistent data set which is useful in structure elucidation.Moreover, various NMR aids have been discerned for the isomeric cis- and trans-4-hydroxy-2-imidazolidinones (3) which permitted stereochemical assignments for these compounds.
