Issue 15, 2016

Eosin Y catalyzed difunctionalization of styrenes using O2 and CS2: a direct access to 1,3-oxathiolane-2-thiones

Abstract

Visible light promoted straightforward highly regioselective synthesis of 1,3-oxathiolane-2-thiones (cyclic dithiocarbonates) starting directly from styrenes, CS2 and air (O2) is reported. The protocol utilizes eosin Y as an organophotoredox catalyst and clean resources like visible light and air (O2) as sustainable reagents at room temperature in a one-pot procedure. Additionally, the approach is advantageous in terms of step economy as it skips the prefunctionalization of styrenes to oxiranes, which has been inevitable in commonly used syntheses of 1,3-oxathiolane-2-thiones.

Graphical abstract: Eosin Y catalyzed difunctionalization of styrenes using O2 and CS2: a direct access to 1,3-oxathiolane-2-thiones

Supplementary files

Article information

Article type
Paper
Submitted
02 Apr 2016
Accepted
02 May 2016
First published
03 May 2016

Green Chem., 2016,18, 4240-4244

Eosin Y catalyzed difunctionalization of styrenes using O2 and CS2: a direct access to 1,3-oxathiolane-2-thiones

A. K. Yadav and L. D. S. Yadav, Green Chem., 2016, 18, 4240 DOI: 10.1039/C6GC00924G

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