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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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ISSN: | 2365-6549 2365-6549 |
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2018
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URI: | https://cronfa.swan.ac.uk/Record/cronfa48077 |
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2019-02-25T16:53:46.6799473 v2 48077 2019-01-08 DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones bd72868c48af6c0b04bf9f6bb48ce324 0000-0002-8812-8927 Leo Prakash Leo Prakash true false 2019-01-08 MTLS 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. Journal Article ChemistrySelect 3 46 13087 13090 2365-6549 2365-6549 Carbon disulfide, Double bond rearrangement, 5-exo-dig, [1,3]-Oxathiole-2-thione, Propargyl alcohol 31 12 2018 2018-12-31 10.1002/slct.201802731 COLLEGE NANME Materials Science and Engineering COLLEGE CODE MTLS Swansea University 2019-02-25T16:53:46.6799473 2019-01-08T10:54:52.0243290 Faculty of Science and Engineering School of Engineering and Applied Sciences - Materials Science and Engineering Sebastian Antony Savarimuthu 1 Devarajan Gnanaprakasi Leo Prakash 2 Selvaraj Augustine Thomas 3 Thirumanavelan Gandhi 4 Leo Prakash 0000-0002-8812-8927 5 0048077-14012019095141.pdf savarimuthu2018v2.pdf 2019-01-14T09:51:41.8530000 Output 588120 application/pdf Accepted Manuscript true 2019-12-07T00:00:00.0000000 true eng |
title |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
spellingShingle |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones Leo Prakash |
title_short |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
title_full |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
title_fullStr |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
title_full_unstemmed |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
title_sort |
DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones |
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bd72868c48af6c0b04bf9f6bb48ce324 |
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bd72868c48af6c0b04bf9f6bb48ce324_***_Leo Prakash |
author |
Leo Prakash |
author2 |
Sebastian Antony Savarimuthu Devarajan Gnanaprakasi Leo Prakash Selvaraj Augustine Thomas Thirumanavelan Gandhi Leo Prakash |
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Journal article |
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ChemistrySelect |
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3 |
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46 |
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13087 |
publishDate |
2018 |
institution |
Swansea University |
issn |
2365-6549 2365-6549 |
doi_str_mv |
10.1002/slct.201802731 |
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Faculty of Science and Engineering |
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facultyofscienceandengineering |
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Faculty of Science and Engineering |
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Faculty of Science and Engineering |
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School of Engineering and Applied Sciences - Materials Science and Engineering{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Materials Science and Engineering |
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description |
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. |
published_date |
2018-12-31T03:58:22Z |
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1763752964643618816 |
score |
11.021648 |