Previous Article in event Previous Article in session
Next Article in event
Evaluation of in-vitro Anti-Inflammatory Activity of Chebulinic Acid From Terminalia Chebula Linn. Against the Denaturation of ProteinNext Article in session
Novel 14-Membered Hexaaza Macrocycles
Published: 03 November 2014 by MDPI in The 18th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
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: Amidoalkylation; retro-Claisen reaction; Semicarbazides; Azamacrocycles