75995-62-9Relevant academic research and scientific papers
CHEMISTRY OF 2-BROMO-2-METHYLPROPANAMIDES. SYNTHESIS AND SOLVOLYTIC BEHAVIOUR OF OXAZOLIDINONES AND SPIRO-OXAZOLIDINONES
Scrimin, Paolo,Cavicchioni, Giorgio,D'Angeli, Ferruccio,Goldblum, Amiram,Maran, Flavio
, p. 43 - 48 (2007/10/02)
The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3).The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7).The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.
Base-catalysed reactions of α-bromo-N-benzyl-propionamide and -isobutyramide. Formation of 2-amino-oxazolidinones
Zanotti, Giuseppe,Filira, Fernando,Del Pra, Antonio,Cavicchioni, Giorgio,Veronese, Augusto C.,D'Angeli, Ferruccio
, p. 2249 - 2253 (2007/10/02)
α-Bromo-N-benzyl-propionamide and -isobutyramide react with sodium hydride yielding 2-amino-oxazolidinones. Dioxopiperazines are formed only from the halogeno-propionamide. The structure and stereochemistry of a 2-amino-oxazolidinone have been demonstrated by an X-ray crystal analysis. A cycloaddition onto an amide carbonyl is suggested in order to explain the formation of the oxazolidinone derivatives.
