Novel 14-Membered Hexaaza Macrocycles | Zendy

Anatoly D. Shutalev | Zendy; Anastasia A. Fesenko | Zendy; Dmitry Albov | Zendy; Владимир В. Чернышев | Zendy; Ilya A. Zamilatskov | Zendy

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Novel 14-Membered Hexaaza Macrocycles

Author(s) -

Anatoly D. Shutalev,

Anastasia A. Fesenko,

Dmitry Albov,

Владимир В. Чернышев,

Ilya A. Zamilatskov

Publication year - 2014

Publication title -

proceedings of the 14th international electronic conference on synthetic organic chemistry

Language(s) - English

Resource type - Conference proceedings

DOI - 10.3390/ecsoc-18-a042

Subject(s) - acetylacetone , chemistry , hydrazine (antidepressant) , base (topology) , stereoselectivity , prins reaction , organic base , catalysis , organic chemistry , combinatorial chemistry , polymer chemistry , chromatography , mathematical analysis , mathematics

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.

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