A NEW VERSATILE SYNTHESIS OF ',N'''-TETRA-(2-CARBOXYETHYL)-TETRAAZACYCLOALKANES AND '',N'''-TETRA-(3-AMINOPROPYL)-TETRAAZACYCLOALKANES BY MICHAEL ADDITION OF POLYAZACYCLOALKANES TO ACRYLIC-ACID AND ACRYLONITRILE
C. Gros et al., A NEW VERSATILE SYNTHESIS OF ',N'''-TETRA-(2-CARBOXYETHYL)-TETRAAZACYCLOALKANES AND '',N'''-TETRA-(3-AMINOPROPYL)-TETRAAZACYCLOALKANES BY MICHAEL ADDITION OF POLYAZACYCLOALKANES TO ACRYLIC-ACID AND ACRYLONITRILE, Synthetic communications, 26(1), 1996, pp. 35-47
A smooth and convenient one step synthesis of ',N'''-tetra-(2-carboxye
thyl)-tetraazacycloalkanes is reported. These compounds are synthesize
d by Michael addition of tetraazacycloalkanes to acrylic acid. The sam
e Michael addition of tetraazacycloalkanes to an excess of acrylonitri
le also leads to the corresponding tetracyanoethylated derivatives. Th
e reduction of such tetracyanoethylated compounds is a new way of prep
aration for the corresponding primary amines.