Synlett 2020; 31(10): 987-990
DOI: 10.1055/s-0040-1707970
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel α,β-Unsaturated Sulfonic Acid Derivatives Containing Dithiocarbamate/Xanthate Groups by Ring Opening of an α,β-Unsaturated γ-Sultone

Maryam Khalili Foumeshi
a   Faculty of Chemistry, Kharazmi University, P.O. Box 15719-14911, 49 Mofateh Street, Tehran, Iran   Email: ziyaei@khu.ac.ir
b   Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic   Email: beier@uochb.cas.cz
,
Azim Ziyaei Halimehjani
a   Faculty of Chemistry, Kharazmi University, P.O. Box 15719-14911, 49 Mofateh Street, Tehran, Iran   Email: ziyaei@khu.ac.ir
,
Petr Beier
b   Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic   Email: beier@uochb.cas.cz
› Author Affiliations
We are grateful to the Faculty of Chemistry of Kharazmi University for supporting this work. This work was also supported by the Akademie Věd České Republiky (Academy of Sciences of the Czech Republic).
Further Information

Publication History

Received: 04 February 2020

Accepted after revision: 18 February 2020

Publication Date:
28 February 2020 (online)


Abstract

An efficient method is disclosed for the synthesis of novel α,β-unsaturated sulfonic acid derivatives containing dithiocarbamate/xanthate groups through ring opening of an α,β-unsaturated γ-sultone with dithiocarbamic acid salts or xanthates prepared in situ. Treatment of the primary products with hydrochloric acid afforded the corresponding β-chloro-γ-(dithiocarbamato)propanesulfonic acids in excellent yields.

Supporting Information