Issue 3, 2016

Synthesis of functionalized 5-substituted thiazolidine-2-thiones via adscititious xanthate-promoted radical cyclization of allyl(alkyl/aryl)dithiocarbamates

Abstract

Functionalized 5-substituted thiazolidine-2-thiones were synthesized efficiently from alkyl allyl(alkyl/aryl)-dithiocarbamates via radical cyclization with the corresponding S-alkyl O-ethyl xanthates as the adscititious radical precursors. The application of the adscititious radical precursors improves not only the yields, but also the efficiency in the radical cyclization reaction significantly. The current adscititious radical precursor method provides a new strategy for the achievement and improvement of some radical reactions which are hardly or difficultly realized by the traditional direct methods.

Graphical abstract: Synthesis of functionalized 5-substituted thiazolidine-2-thiones via adscititious xanthate-promoted radical cyclization of allyl(alkyl/aryl)dithiocarbamates

Supplementary files

Article information

Article type
Paper
Submitted
08 Nov 2015
Accepted
23 Nov 2015
First published
24 Nov 2015

Org. Biomol. Chem., 2016,14, 1002-1012

Author version available

Synthesis of functionalized 5-substituted thiazolidine-2-thiones via adscititious xanthate-promoted radical cyclization of allyl(alkyl/aryl)dithiocarbamates

S. Gao, Y. Zhang, J. Dong, N. Chen and J. Xu, Org. Biomol. Chem., 2016, 14, 1002 DOI: 10.1039/C5OB02297E

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