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DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones
Sebastian Antony Savarimuthu,
Devarajan Gnanaprakasi Leo Prakash,
Selvaraj Augustine Thomas,
Thirumanavelan Gandhi,
Leo Prakash 
ChemistrySelect, Volume: 3, Issue: 46, Pages: 13087 - 13090
Swansea University Author:
Leo Prakash
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DOI (Published version): 10.1002/slct.201802731
Abstract
5‐exo‐dig is a versatile Baldwin tool to predict and make useful heterocyclic compounds from nucleophiles and electrophiles. In order to aid this, a novel metal‐free method is proposed to produce [1,3]‐oxathiole‐2‐thiones from a readily synthesized propargyl alcohols and easily accessible carbon dis...
| Published in: | ChemistrySelect |
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| ISSN: | 2365-6549 2365-6549 |
| Published: |
2018
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| Online Access: |
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| URI: | https://cronfa.swan.ac.uk/Record/cronfa48077 |
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| Abstract: |
5‐exo‐dig is a versatile Baldwin tool to predict and make useful heterocyclic compounds from nucleophiles and electrophiles. In order to aid this, a novel metal‐free method is proposed to produce [1,3]‐oxathiole‐2‐thiones from a readily synthesized propargyl alcohols and easily accessible carbon disulfide, where both secondary and primary propargyl alcohols are compatible to this methodology. This procedure is simple, versatile, atom economy and functional group tolerance resulting in moderate to excellent yields. Finally, the process was screened on different mode of reaction operation. |
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| Keywords: |
Carbon disulfide, Double bond rearrangement, 5-exo-dig, [1,3]-Oxathiole-2-thione, Propargyl alcohol |
| College: |
Faculty of Science and Engineering |
| Issue: |
46 |
| Start Page: |
13087 |
| End Page: |
13090 |