Regio- and Stereoselective Synthesis of Functionalized Vinyl Sulfides Based on Pyridine-2-thiol and Propynoic Acid and Its Derivatives

V. A. Potapov; R. S. Ishigeev; M. V. Musalov; S. V. Zinchenko; Yu. A. Chuvashev; T. N. Borodina; S. V. Amosova

doi:10.1134/S1070428018120102

Regio- and Stereoselective Synthesis of Functionalized Vinyl Sulfides Based on Pyridine-2-thiol and Propynoic Acid and Its Derivatives

Authors: Potapov V.A.¹, Ishigeev R.S.¹, Musalov M.V.¹, Zinchenko S.V.¹, Chuvashev Y.A.¹, Borodina T.N.¹, Amosova S.V.¹
Affiliations:
1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Issue: Vol 54, No 12 (2018)
Pages: 1798-1802
Section: Article
URL: https://bakhtiniada.ru/1070-4280/article/view/219518
DOI: https://doi.org/10.1134/S1070428018120102
ID: 219518

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Abstract

Regio- and stereoselective methods of synthesis of 3-(pyridin-2-ylsulfanyl)prop-2-enoic acid and alkyl (Z)-3-(pyridin-2-ylsulfanyl)prop-2-enoates have been developed on the basis of nucleophilic addition of pyridine-2-thiol to propynoic acid and alkyl propynoates. Reactions of alkyl (Z)-3-(pyridin-2-ylsulfanyl)prop-2- enoates with methyl iodide afforded 2-[(3-alkoxy-3-oxoprop-1-enyl)sulfanyl]-1-methylpyridinium iodides.