Nandi, Ganesh Chandra ; Singh, Maya Shankar (2016) p-TSA/Base-Promoted Propargylation/Cyclization of β-Ketothioamides for the Regioselective Synthesis of Highly Substituted (Hydro)thiophenes Journal of Organic Chemistry, 81 (14). pp. 5824-5836. ISSN 0022-3263
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Official URL: http://doi.org/10.1021/acs.joc.6b00342
Related URL: http://dx.doi.org/10.1021/acs.joc.6b00342
Abstract
Metal-free, p-toluenesulfonic acid (p-TSA)-mediated, straightforward propargylation of β-ketothioamides with aryl propargyl alcohol has been achieved at room temperature. In addition, the reaction also provided thiazole rings as byproducts. Furthermore, the propargylated thioamides undergo intramolecular 1,5-cyclization to afford fully substituted (hydro)thiophenes in the presence of base. Notably, the approach is pot, atom, and step economical (PASE).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 119605 |
| Deposited On: | 15 Jun 2021 05:42 |
| Last Modified: | 15 Jun 2021 05:42 |
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