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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...

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Published in: ChemistrySelect
ISSN: 2365-6549 2365-6549
Published: 2018
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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.
Keywords: Carbon disulfide, Double bond rearrangement, 5-exo-dig, [1,3]-Oxathiole-2-thione, Propargyl alcohol
College: College of Engineering
Issue: 46
Start Page: 13087
End Page: 13090