RESUMO
The selective installation of α-methylamine residues at the butenolide core is described using α-bromomethylene-γ-butenolide and primary as well as secondary amines in methanol at 0 °C. The preparation of mono- and bis-butenolide α-adducts is described. Bis-γ-butenolide adducts as well as mono α-aminomethyl-γ-butenolides can be selectively obtained depending on the nature of the reacting primary amine. In contrast, the use of secondary amines allows two different pathways leading either to the expected amino derivatives or to the formation of a C-O bond.
RESUMO
The derivatization of resin-bound aminobenzimidazole toward the parallel solid-phase synthesis of aminobenzimidazole tethered pharmacologically important heterocycles such as quinazoline-2,4-diones, thioxoquinazolin-4-ones, benzodiazepine-2,3,5-triones, isoxazoles and isoxazolines is reported. All the compounds were tested for IKK inhibition. Only one compound elicited significant inhibition of IKKε, TBK-1 and IKK2.
Assuntos
Benzimidazóis/química , Benzodiazepinonas/química , Quinase I-kappa B/antagonistas & inibidores , Isoxazóis/química , Inibidores de Proteínas Quinases/síntese química , Quinazolinonas/química , Benzimidazóis/síntese química , Benzimidazóis/metabolismo , Quinase I-kappa B/metabolismo , Cinética , Ligação Proteica , Inibidores de Proteínas Quinases/química , Inibidores de Proteínas Quinases/metabolismo , Técnicas de Síntese em Fase SólidaRESUMO
A novel class of aryl vinyl ethers 3 and diethyl 3-cyano-3-alkylprop-1-en-2-ylphosphonates 4 has been prepared, respectively, from coupling reaction of diethyl 1-(bromomethyl)-2-cyanovinylphosphonate 2 with phenols and Gilman reagents.
Assuntos
Éteres Difenil Halogenados/síntese química , Hidrocarbonetos Bromados/síntese química , Organofosfonatos/síntese química , Compostos de Vinila/síntese química , Teste de MateriaisRESUMO
Reaction of allyl bromide (Z)-1 and (Z)-2 with N-substituted hydroxylamine hydrochlorides in presence of tert-butoxide in tert-butanol at reflux provides a short and effective route to [1,2]isoxazolidin-5-ones 3 and [1,2]oxazin-6-ones 4.