Author/Authors :
Shutalev، نويسنده , , Anatoly D. and Fesenko، نويسنده , , Anastasia A. and Kuzmina، نويسنده , , Olesya M. and Volov، نويسنده , , Alexander N. and Albov، نويسنده , , Dmitry V. and Chernyshev، نويسنده , , Vladimir V. and Zamilatskov، نويسنده , , Ilia A.، نويسنده ,
Abstract :
An efficient method for the stereoselective synthesis of novel 14-membered cyclic bis-semicarbazones based on acid-catalyzed cyclization of the hydrazones of 3-(3-oxobutyl)semicarbazides has been developed. The starting semicarbazides were prepared according to a four-step strategy involving amidoalkylation of the sodium enolate of acetylacetone with N-(α-tosylbenzyl)carbamates followed by base-promoted retro-Claisen reaction and treatment of the obtained N-(3-oxobutyl)carbamates with hydrazine.
Keywords :
Semicarbazides , Azamacrocycles , retro-Claisen reaction , Amidoalkylation , Cyclic semicarbazones
