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

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

Abstrakt

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.

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Kategoria:
Publikacja w czasopiśmie
Typ:
artykuł w czasopiśmie wyróżnionym w JCR
Opublikowano w:
SYNTHETIC COMMUNICATIONS nr 47, strony 975 - 988,
ISSN: 0039-7911
Język:
angielski
Rok wydania:
2011
Opis bibliograficzny:
Janikowska K., Makowiec S.: TMSCL as a rate accelerating additive in acylations of amines with 5-(α- amino-α'-hydroxy)methylene meldrum's acids// SYNTHETIC COMMUNICATIONS. -Vol. 47, nr. iss. 7 (2011), s.975-988
Weryfikacja:
Politechnika Gdańska

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