Nukleophile Acylierung über Glycidnitrile
Carbonylcompounds 1, 2-chloroacrylonitrile and alkoxides react in a three-component-condensation with formation of glycidonitriles 2. 2-Cyclohexylidenexpoxi-3-methoxy-propionitrile 5 e. g. is obtained in 85% yield from cyclohexanone, 2-chloroacrylonitrile and sodium-methoxide. Glycidonitriles are u...
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| Main Authors: | , , |
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1975-11-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9251 |
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| _version_ | 1850170547411877888 |
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| author | R. Scheffold P. Geisser R. Boss |
| author_facet | R. Scheffold P. Geisser R. Boss |
| author_sort | R. Scheffold |
| collection | DOAJ |
| description |
Carbonylcompounds 1, 2-chloroacrylonitrile and alkoxides react in a three-component-condensation with formation of glycidonitriles 2. 2-Cyclohexylidenexpoxi-3-methoxy-propionitrile 5 e. g. is obtained in 85% yield from cyclohexanone, 2-chloroacrylonitrile and sodium-methoxide. Glycidonitriles are useful intermediates for the synthesis of α,α'-difunctionalised ketones. 5 e. g. is easily transformed into the corresponding α-methoxy-α'-hydroxyketone 8, the α-inethoxy-α',β'-unsaturated ketone 9, the α-methoxy-α'-chloroketone 10, the α-methoxyketone 11 as well as the butenolide 12.
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| format | Article |
| id | doaj-art-2e91f1f2d11a402687b85bdd3e1d35fa |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1975-11-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-2e91f1f2d11a402687b85bdd3e1d35fa2025-08-20T02:20:27ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241975-11-01291110.2533/chimia.1975.461Nukleophile Acylierung über GlycidnitrileR. Scheffold0P. Geisser1R. Boss2Institut für Organische Chemie der Universität Bern Erlachstraße 9 a, CH-3000 Bern 9Institut für Organische Chemie der Universität Bern Erlachstraße 9 a, CH-3000 Bern 9Institut für Organische Chemie der Universität Bern Erlachstraße 9 a, CH-3000 Bern 9 Carbonylcompounds 1, 2-chloroacrylonitrile and alkoxides react in a three-component-condensation with formation of glycidonitriles 2. 2-Cyclohexylidenexpoxi-3-methoxy-propionitrile 5 e. g. is obtained in 85% yield from cyclohexanone, 2-chloroacrylonitrile and sodium-methoxide. Glycidonitriles are useful intermediates for the synthesis of α,α'-difunctionalised ketones. 5 e. g. is easily transformed into the corresponding α-methoxy-α'-hydroxyketone 8, the α-inethoxy-α',β'-unsaturated ketone 9, the α-methoxy-α'-chloroketone 10, the α-methoxyketone 11 as well as the butenolide 12. https://www.chimia.ch/chimia/article/view/9251 |
| spellingShingle | R. Scheffold P. Geisser R. Boss Nukleophile Acylierung über Glycidnitrile CHIMIA |
| title | Nukleophile Acylierung über Glycidnitrile |
| title_full | Nukleophile Acylierung über Glycidnitrile |
| title_fullStr | Nukleophile Acylierung über Glycidnitrile |
| title_full_unstemmed | Nukleophile Acylierung über Glycidnitrile |
| title_short | Nukleophile Acylierung über Glycidnitrile |
| title_sort | nukleophile acylierung uber glycidnitrile |
| url | https://www.chimia.ch/chimia/article/view/9251 |
| work_keys_str_mv | AT rscheffold nukleophileacylierunguberglycidnitrile AT pgeisser nukleophileacylierunguberglycidnitrile AT rboss nukleophileacylierunguberglycidnitrile |