Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen
Thermolysis of 4-arylthio- and 4-benzylthio-3-oxazolin-5-ones leads to arylthio- and benzylthio-substituted nitrile ylides, which undergo 1,3-dipolar cycloadditions with reactive dipolarophiles to give 5-membered aza-heterocycles (Schemes 1 and 2). In the absence of reactive dipolarophiles, the nit...
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| Format: | Article |
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Swiss Chemical Society
1984-10-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9624 |
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| author | Peter Wipf Heinz Heimgartner |
| author_facet | Peter Wipf Heinz Heimgartner |
| author_sort | Peter Wipf |
| collection | DOAJ |
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Thermolysis of 4-arylthio- and 4-benzylthio-3-oxazolin-5-ones leads to arylthio- and benzylthio-substituted nitrile ylides, which undergo 1,3-dipolar cycloadditions with reactive dipolarophiles to give 5-membered aza-heterocycles (Schemes 1 and 2). In the absence of reactive dipolarophiles, the nitrile ylides isomerize to 2-aza-butadienes, which can be trapped by ethyl propiolate to yield pyridine derivatives (Scheme 3).
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| format | Article |
| id | doaj-art-61fc6b0d795e4fb3b42dcc3d458740a2 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1984-10-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-61fc6b0d795e4fb3b42dcc3d458740a22025-08-20T02:29:52ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241984-10-01381010.2533/chimia.1984.357Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onenPeter Wipf0Heinz Heimgartner1Organisch-chemisches Institut der Universität Zürich, Winterthurerstrasse 190, CH-8057 ZürichOrganisch-chemisches Institut der Universität Zürich, Winterthurerstrasse 190, CH-8057 Zürich Thermolysis of 4-arylthio- and 4-benzylthio-3-oxazolin-5-ones leads to arylthio- and benzylthio-substituted nitrile ylides, which undergo 1,3-dipolar cycloadditions with reactive dipolarophiles to give 5-membered aza-heterocycles (Schemes 1 and 2). In the absence of reactive dipolarophiles, the nitrile ylides isomerize to 2-aza-butadienes, which can be trapped by ethyl propiolate to yield pyridine derivatives (Scheme 3). https://www.chimia.ch/chimia/article/view/9624 |
| spellingShingle | Peter Wipf Heinz Heimgartner Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen CHIMIA |
| title | Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen |
| title_full | Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen |
| title_fullStr | Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen |
| title_full_unstemmed | Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen |
| title_short | Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen |
| title_sort | arylthio substituierte nitrilylide aus der thermolyse von 4 arylthio 3 oxazolin 5 onen |
| url | https://www.chimia.ch/chimia/article/view/9624 |
| work_keys_str_mv | AT peterwipf arylthiosubstituiertenitrilylideausderthermolysevon4arylthio3oxazolin5onen AT heinzheimgartner arylthiosubstituiertenitrilylideausderthermolysevon4arylthio3oxazolin5onen |