75995-60-7Relevant academic research and scientific papers
BASE-PROMOTED CYCLOCOUPLING REACTION OF 2-BROMOPROPANAMIDES AND 2-BROMOACETAMIDES WITH DMF
D'Angeli, Ferrucio,Cavicchioni, Giorgio,Catelani, Giorgio,Marchetti, Paolo,Maran, Flavio
, p. 471 - 474 (2007/10/02)
In the presence of a suitable base, representative 2-bromopropanamides 4 and 2-bromoacetamides 5 undergo cyclocondensation onto the carbonyl group of DMF to yield the 2-(dimethylamino)oxazolidin-4-ones 6 and 10, respectively.Of these cyclic orthoester ami
Convenient Syntheses of Cyclic Carboxamides from α,β,γ,δ and ε-halocarboxamides under Phase Transfer Conditions
Okawara, Tadashi,Matsuda, Takashi,Furukawa, Mitsuru
, p. 1225 - 1233 (2007/10/02)
Piperazine-2,5-diones (2) were prepared by N-alkylation between two molecules of α-halocarboxamides (1) in the presence of a phase transfer catalyst in yields of 64-88percent. β,γ,δ and ε-Lactams (6,9 and 13) were similarly synthesized by intramolecular N-alkylation of the corresponding halocarboxamides (5, 8 and 12) under phase transfer conditions in 53-99percent yields.Keywords--piperazine-2,5-dione; β-lactam; γ, δ, and ε lactams; bis-β-lactam; phase transfer catalyst; intramolecular N-alkylation
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.
