First example of the synthesis of S,O-macroheterocycle based on 2(5H)-furanone and 2,2´-oxydiethanethiol


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Abstract

A base-catalyzed reaction of 3,4-dichloro-5-methoxy- and 3,4-dichloro-5-ethoxy-2(5H)-furanones with 2,2´-oxydiethanethiol gave thiols and bis-thioethers of 2(5H)-furanone series. A new S,O-macroheterocyclic compound containing a 18-membered oxathiamacrocycle and two 2(5H)-furanone fragments was synthesized based on the thiols in an aqueous solution of potassium hydroxide, which was characterized by X-ray diffraction.

About the authors

A. R. Kurbangalieva

A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal University

Author for correspondence.
Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008

L. T. Hoang

A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal University

Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008

O. A. Lodochnikova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

M. Yu. Kuzmicheva

A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal University

Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008

A. R. Pradipta

Biofunctional Synthetic Chemistry Laboratory, RIKEN

Email: Almira.Kurbangalieva@kpfu.ru
Japan, 2-1, Hirosawa, Wako-shi, Saitama, 351-0198

K. Tanaka

A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal University; Biofunctional Synthetic Chemistry Laboratory, RIKEN

Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008; 2-1, Hirosawa, Wako-shi, Saitama, 351-0198

G. A. Chmutova

A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal University

Email: Almira.Kurbangalieva@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008

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