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: R. Scheffold, P. Geisser, R. Boss
Format: Article
Language:deu
Published: Swiss Chemical Society 1975-11-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9251
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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.
format Article
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institution OA Journals
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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