Tmscl as a rate accelerating additive in acylations of amines with 5-(α-amino- α'-hydroxy)methylene meldrum's acids - Publication - Bridge of Knowledge

Search

Tmscl as a rate accelerating additive in acylations of amines with 5-(α-amino- α'-hydroxy)methylene meldrum's acids

Abstract

Aspects are presented of the acylation of amines, alcohols and thiols with 5-(α-amino- α'-hydroxy)methylene Meldrum's acids. We placed special emphasis on the acylation reaction of secondary amines with 5-(α-amino- α'-hydroxy)methylene Meldrum's acids, which, due to their basicity, caused problems concerning salt formation with a Meldrum acid derivative. We found that secondary amines, which react at the slowest rate and with a low 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 were optimized for such factors as: reaction temperature, solvent polarity and acidity of the environment. We have prepared a wide range of non-symmetrical malononic acid diamids, esters and thioesters of malonamic acid

Keywords

Details

Category:
Articles
Type:
artykuł w czasopiśmie wyróżnionym w JCR
Published in:
SYNTHETIC COMMUNICATIONS no. 42, pages 975 - 988,
ISSN: 0039-7911
Language:
English
Publication year:
2012
Bibliographic description:
Makowiec S., Janikowska K.: Tmscl as a rate accelerating additive in acylations of amines with 5-(α-amino- α'-hydroxy)methylene meldrum's acids// SYNTHETIC COMMUNICATIONS. -Vol. 42, nr. iss. 7 (2012), s.975-988
Verified by:
Gdańsk University of Technology

seen 72 times

Recommended for you

Meta Tags