1290140-12-3Relevant articles and documents
TMSCL as a rate-accelerating additive in acylations of amines with 5-(α-AMINO-α′-Hydroxy)methylene meldrum acids
Janikowska, Karolina,Makowiec, Slawomir
experimental part, p. 975 - 988 (2012/02/03)
Aspects are presented of the acylation of amines, alcohols, and thiols with 5-(α-amino-α′-hydroxy)methylene Meldrum acids. We placed special emphasis on the acylation reaction of secondary amines with 5-(α-amino-α′-hydroxy)methylene Meldrum acids, which, because of their basicity, caused problems concerning salt formation with a Meldrum acid derivative. We found that secondary amines, which react at the slowest rate and give a poor yield with 5-(α-amino-α′-hydroxy)methylene Meldrum's acid, react quickly and with high yields with the same reagent in the presence 1 to 3 equivalents of TMSCl. Acylation with this derivative of Meldrum acid was optimized for such factors as reaction temperature, solvent polarity, and acidity of the environment. We have prepared a wide range of nonsymmetrical malononic acid diamids, esters, and thioesters of malonamic acid. Taylor & Francis Group, LLC.
One-step synthesis of β-lactams with retro-amide side chain
Janikowska, Karolina,Pawelska, Natalia,Makowiec, Sawomir
experimental part, p. 69 - 72 (2011/02/24)
A one-pot synthesis for the preparation of 1,4-disubstituted 2-oxoazetidine-3-carboxylic acid amides was developed. 5-[(N-substituted-amino) (hydroxy)methylene] Meldrum's acids act as a source of ketenes that react with aldimines in boiling toluene to giv
