مورد إلكتروني
Reaction of tertiary 2-chloroketones with cyanide ions: Application to 3-chloroquinolinediones
| العنوان: | Reaction of tertiary 2-chloroketones with cyanide ions: Application to 3-chloroquinolinediones |
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| بيانات النشر: | NLM (Medline) 2021 |
| تفاصيل مُضافة: | Klásek, Antonín Kafka, Stanislav Rudolf, Ondřej Lyčka, Antonín Rouchal, Michal Bednář, Lukáš |
| نوع الوثيقة: | Electronic Resource |
| مستخلص: | 3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position is the methyl group. In the methanol solution, the reaction proceeds by an addition mechanism to form 2-oxo-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-7b-carbonitriles, from which 4-hydroxy-3-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline-4-carbonitriles are subsequently formed by opening of the epoxide ring with methanol. Some minor products of these reactions have also been isolated. The 1 H, 13 C and 15 N NMR spectra of the prepared compounds were measured, and all resonances were assigned using appropriate two-dimensional spectra. © 2021 The Authors. Published by Wiley-VCH GmbH. |
| مصطلحات الفهرس: | cyanides, cyanohydrin reaction, α-cyanooxiranes, α-haloketones, solvent effects, article |
| URL: | ChemistryOpen |
| الإتاحة: | Open access content. Open access content http://creativecommons.org/licenses/by-nc-nd/4.0 openAccess Attribution-NonCommercial-NoDerivatives 4.0 International |
| ملاحظة: | English |
| أرقام أخرى: | CZTVZ oai:publikace.k.utb.cz:10563/1010390 1260218735 |
| المصدر المساهم: | UNIVERZITA TOMASE BATI VE ZLINE From OAIster®, provided by the OCLC Cooperative. |
| رقم الأكسشن: | edsoai.on1260218735 |
| قاعدة البيانات: | OAIster |
| الوصف غير متاح. |