4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent
4-Cyano-3-oxotetrahydrothiophene (c-THT) has much more to offer than just a platform to various heterocyclic scaffolds. This solid, bench-stable and commercially available reagent can be readily transformed into thioglycolic acid and acrylonitrile upon simple addition of a hydroxide anion. This inte...
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Format: | Article |
Language: | English |
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Georg Thieme Verlag KG
2021-01-01
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Series: | SynOpen |
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Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1706019 |
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author | François Richard Carlos Mateos Stellios Arseniyadis |
author_facet | François Richard Carlos Mateos Stellios Arseniyadis |
author_sort | François Richard |
collection | DOAJ |
description | 4-Cyano-3-oxotetrahydrothiophene (c-THT) has much more to offer than just a platform to various heterocyclic scaffolds. This solid, bench-stable and commercially available reagent can be readily transformed into thioglycolic acid and acrylonitrile upon simple addition of a hydroxide anion. This interesting feature enables its use as a particularly versatile acrylonitrile anion surrogate. |
first_indexed | 2024-12-18T00:14:20Z |
format | Article |
id | doaj.art-b907ed0bc03f4da099ca89d4a053d2ec |
institution | Directory Open Access Journal |
issn | 2509-9396 |
language | English |
last_indexed | 2024-12-18T00:14:20Z |
publishDate | 2021-01-01 |
publisher | Georg Thieme Verlag KG |
record_format | Article |
series | SynOpen |
spelling | doaj.art-b907ed0bc03f4da099ca89d4a053d2ec2022-12-21T21:27:34ZengGeorg Thieme Verlag KGSynOpen2509-93962021-01-010501252810.1055/s-0040-17060194-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion EquivalentFrançois Richard0Carlos Mateos1Stellios Arseniyadis2Queen Mary University of London, School of Biological and Chemical SciencesCentro de Investigación Lilly S.A.Queen Mary University of London, School of Biological and Chemical Sciences4-Cyano-3-oxotetrahydrothiophene (c-THT) has much more to offer than just a platform to various heterocyclic scaffolds. This solid, bench-stable and commercially available reagent can be readily transformed into thioglycolic acid and acrylonitrile upon simple addition of a hydroxide anion. This interesting feature enables its use as a particularly versatile acrylonitrile anion surrogate.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1706019acrylonitrilesurrogateheterocyclealkylationmichael additionpalladiumretro-dieckmann |
spellingShingle | François Richard Carlos Mateos Stellios Arseniyadis 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent SynOpen acrylonitrile surrogate heterocycle alkylation michael addition palladium retro-dieckmann |
title | 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent |
title_full | 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent |
title_fullStr | 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent |
title_full_unstemmed | 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent |
title_short | 4-Cyano-3-oxotetrahydrothiophene (c-THT): An Ideal Acrylonitrile Anion Equivalent |
title_sort | 4 cyano 3 oxotetrahydrothiophene c tht an ideal acrylonitrile anion equivalent |
topic | acrylonitrile surrogate heterocycle alkylation michael addition palladium retro-dieckmann |
url | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1706019 |
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