Issue 2, 2016

Metal-free Brønsted acid mediated synthesis of fully substituted thiophenes via chemo- and regioselective intramolecular cyclization of α,α′-bis(β-oxodithioesters) at room temperature

Abstract

Metal-free para-toluenesulfonic acid mediated straightforward synthesis of hitherto unreported tetrasubstituted thiophenes has been achieved in quantitative yields by chemo- and regioselective dehydrative cyclization of α,α′-bis(β-oxodithioesters) at room temperature. Notably, the dithioester group at the 4-position of the thiophene ring has been further transformed to a thiazoline group.

Graphical abstract: Metal-free Brønsted acid mediated synthesis of fully substituted thiophenes via chemo- and regioselective intramolecular cyclization of α,α′-bis(β-oxodithioesters) at room temperature

Supplementary files

Article information

Article type
Communication
Submitted
08 Oct 2015
Accepted
30 Oct 2015
First published
30 Oct 2015

Org. Biomol. Chem., 2016,14, 434-439

Author version available

Metal-free Brønsted acid mediated synthesis of fully substituted thiophenes via chemo- and regioselective intramolecular cyclization of α,α′-bis(β-oxodithioesters) at room temperature

B. J. Ramulu, S. Koley and M. S. Singh, Org. Biomol. Chem., 2016, 14, 434 DOI: 10.1039/C5OB02081F

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