87976-11-2Relevant academic research and scientific papers
Copper-Mediated N-Arylations of Hydantoins
Thilmany, Pierre,Gérard, Phidéline,Vanoost, Agathe,Deldaele, Christopher,Petit, Laurent,Evano, Gwilherm
, p. 392 - 400 (2018/12/11)
A set of two broadly applicable procedures for the N-arylation of hydantoins is reported. The first one relies on the use of stoichiometric copper(I) oxide under ligand- A nd base-free conditions and enables a clean regioselective arylation at the N3 nitrogen atom, while the second one is based on the use of catalytic copper(I) iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine and promotes arylation at the N1 nitrogen atom. Importantly, the combination of these two procedures affords a straightforward entry to diarylated hydantoins.
Synthesis and Some Reactions of 2-Imino-2,5-dihydro-1,3,4-thiadiazoles. Formation of β-Lactams
Yamamoto, Iwao,Abe, Ikuo,Nozawa, Muneharu,Kotani, Mitsuhiro,Motoyoshiya, Jiro,et al.
, p. 2297 - 2301 (2007/10/02)
The title compounds, 2-imino-2,5-dihydro-1,3,4-thiadiazoles (2a-c), were prepared by oxidation of thiosemicarbazones.The reactions of (2a-c) with ketenes gave the spiro-β-lactams (7a-d), via cycloaddition.On the other hand, the reaction of (2a) with phenyl isocyanate gave the thiohydantoins (9) and (10).The reactions of compound (2) with some other nucleophiles are also described.
