Thiazole formation through a modified Gewald reaction
The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the su...
Main Authors: | , , , |
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Format: | Article |
Language: | English |
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Beilstein-Institut
2015-05-01
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Series: | Beilstein Journal of Organic Chemistry |
Subjects: | |
Online Access: | https://doi.org/10.3762/bjoc.11.98 |
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author | Carl J. Mallia Lukas Englert Gary C. Walter Ian R. Baxendale |
author_facet | Carl J. Mallia Lukas Englert Gary C. Walter Ian R. Baxendale |
author_sort | Carl J. Mallia |
collection | DOAJ |
description | The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the substitution of the α-carbon to the cyano group. |
first_indexed | 2024-12-14T11:00:27Z |
format | Article |
id | doaj.art-46dd88a9713741989f98b62ba1dc3674 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-14T11:00:27Z |
publishDate | 2015-05-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-46dd88a9713741989f98b62ba1dc36742022-12-21T23:04:44ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-05-0111187588310.3762/bjoc.11.981860-5397-11-98Thiazole formation through a modified Gewald reactionCarl J. Mallia0Lukas Englert1Gary C. Walter2Ian R. Baxendale3Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, United KingdomDepartment of Chemistry, Durham University, South Road, Durham, DH1 3LE, United KingdomSyngenta CP R&D Chemistry, Jealott's Hill International Research Centre, Bracknell, Berkshire, RG42 6EY, United KingdomDepartment of Chemistry, Durham University, South Road, Durham, DH1 3LE, United KingdomThe synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the substitution of the α-carbon to the cyano group.https://doi.org/10.3762/bjoc.11.98design of experiment (DOE)1,4-dithiane-2,5-diolGewald reactionthiazolethiophene |
spellingShingle | Carl J. Mallia Lukas Englert Gary C. Walter Ian R. Baxendale Thiazole formation through a modified Gewald reaction Beilstein Journal of Organic Chemistry design of experiment (DOE) 1,4-dithiane-2,5-diol Gewald reaction thiazole thiophene |
title | Thiazole formation through a modified Gewald reaction |
title_full | Thiazole formation through a modified Gewald reaction |
title_fullStr | Thiazole formation through a modified Gewald reaction |
title_full_unstemmed | Thiazole formation through a modified Gewald reaction |
title_short | Thiazole formation through a modified Gewald reaction |
title_sort | thiazole formation through a modified gewald reaction |
topic | design of experiment (DOE) 1,4-dithiane-2,5-diol Gewald reaction thiazole thiophene |
url | https://doi.org/10.3762/bjoc.11.98 |
work_keys_str_mv | AT carljmallia thiazoleformationthroughamodifiedgewaldreaction AT lukasenglert thiazoleformationthroughamodifiedgewaldreaction AT garycwalter thiazoleformationthroughamodifiedgewaldreaction AT ianrbaxendale thiazoleformationthroughamodifiedgewaldreaction |