91306-16-0Relevant academic research and scientific papers
Base-promoted Reactions of β-Enaminones with 2-Bromo-2-methylpropanamides. Formation of 2-Ketonyloxazolidin-4-ones and Cyclohexanespiro-oxazolidin-4-ones
Veronese, Augusto C.,Scrimin, Paolo,Vecchiati, Giorgio,Sferra, Stella,D'Angeli, Ferruccio
, p. 781 - 784 (2007/10/02)
Representative β-enaminones (1) and (2) react with N-alkyl-2-bromo-2-methylpropanamides (4a), (4b), and (4c) in the presence of NaH, to afford oxazolidin-4-ones (5) and (6) or spiro-oxazolidinone derivatives (7) and (8).The formation of an imidazolidin-4-one derivative (9) from 2-bromo-2-methylpropanilide (4c) is ascribed to the presence of an intermediate α-lactam (15).The behaviour of a spiro-oxazolidinone derivative on hydrolysis, reduction, and thiation is described.
