Reactions of Alkyl 2-(Bromozinc)acylates with N-Chloro- and N-Bromodiethylamines

Autor:	A. T. Zaynashev, Vladimir V. Zorin, А. V. Zorin
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Diethyl succinate Diethylamine chemistry.chemical_compound Ethyl bromoacetate Residue (chemistry) Reaction mechanism chemistry Nucleophilic substitution General Chemistry Medicinal chemistry Tetrahydrofuran Alkyl
Zdroj:	Russian Journal of General Chemistry. 91:602-605
ISSN:	1608-3350 1070-3632
DOI:	10.1134/s1070363221040046
Popis:	The reaction of alkyl 2-(bromozinc)acylates, obtained from ethyl bromoacetate (or butyl 2-bromobutanoate, or butyl 2-bromo-2-methylpropanoate) under the action of zinc, with N-chloro- or N-bromodiethylamine in tetrahydrofuran at 20–25°C under argon for 2 h resulted in the formation of diethyl succinate (or dibutyl 2,3-diethyl succinate, or dibutyl tetramethyl succinate) and diethylamine instead of the expected products of the nucleophilic substitution of the halogen with the 2-alkoxycarbonylalkyl residue. An anion-radical reaction mechanism was proposed.
Databáze:	OpenAIRE
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