Volume 26, Issue 3 pp. 187-193
Short Communication
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Synthesis of Novel Pyrimidine Derivatives Containing the Vinylsulfanyl Group by Regio- and Stereoselective Addition of Thiouracils to Ethynyl Ketones

Svetlana V. Amosova

Svetlana V. Amosova

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, RUS-664033 Irkutsk, Russia

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Tatyana I. Yaroshenko

Tatyana I. Yaroshenko

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, RUS-664033 Irkutsk, Russia

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Lyudmila I. Larina

Lyudmila I. Larina

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, RUS-664033 Irkutsk, Russia

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Lyudmila V. Timokhina

Lyudmila V. Timokhina

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, RUS-664033 Irkutsk, Russia

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Vladimir A. Potapov

Corresponding Author

Vladimir A. Potapov

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, RUS-664033 Irkutsk, Russia

Correspondence to: Vladimir A. Potapov; e-mail: [email protected].Search for more papers by this author
First published: 14 November 2014
Citations: 2

ABSTRACT

A regio- and stereoselective method for preparation of novel functionalized pyrimidine derivatives containing the vinylsulfanyl group has been developed based on addition reactions of 2-thiouracils with phenylethynyl ketones. Reactions with ketones containing the disubstituted triple bond afford adducts of Z-stereochemistry, whereas addition to ketone with the terminal triple bond gives preferentially products of E-configuration.

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