Events The 25th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session S1. General Organic Synthesis of the event The 25th International Electronic Conference on Synthetic Organic Chemistry

Published date

31 Oct, 2022

Academic Editor

Julio A. Seijas

Citation

Polina Grigorievna Dahno, Arina Grigorievna Levchenko, Victor Viktorovich Dotsenko, Radziszewski-type oxidation of 3,5-di(α-cyanostiryl)-1,2,4-thiadiazoles, in Proceedings of The 25th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2021, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-25-11790

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Radziszewski-type oxidation of 3,5-di(α-cyanostiryl)-1,2,4-thiadiazoles

Polina Grigorievna Dahno ¹

Arina Grigorievna Levchenko ¹

Victor Viktorovich Dotsenko ²

1. student

2. DrSci, Professor, Departnent of organic chemistry Kuban State University

Abstract

Due to the presence of two acrylonitrile fragments, 3,5-di(α-cyanostiryl)-1,2,4-thiadiazoles prone to react under Radziszewski reaction conditions (oxidative hydrolysis of nitriles to amides) with simultaneous epoxidation and formation of epoxyamides. It is established that the reaction proceeds nonselectively,and gives a mixture of products of regioisomeric oxidation. Only in one of the cases, it was possible to isolate the product of double epoxidation. The structure of the epoxyamides products was confirmed by IR and NMR spectroscopy data.

Keywords

arylmethylenecyanothioacetamides

1,2,4-thiadiazoles

Radziszewski oxidation

epoxyamides.

Manuscript

sciforum_051773_edited.pdf

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