Features of the Reaction of (1,2-Dibromoethyl)(diphenyl)phosphine Oxide with CH- and NH-Nucleophiles

The reaction of (1,2-dibromoethyl)(diphenyl)phosphine oxide with CH-acids (acetylacetone, acetoacetic ester, and malonic ester) in the presence of sodium hydroxide has afforded diphenylphosphoryl-substituted cyclopropanes in high yield. It has been shown that the reaction of (1,2-dibromoethyl)(diphe...

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Bibliographic Details
Published in:Russian journal of general chemistry 2024, Vol.94 (1), p.62-65
Main Authors: Gasparyan, G. Ts, Bichakhchyan, A. S., Derdzyan, L. V., Avetisyan, S. Kh, Panosyan, H. A., Pogosyan, А. S.
Format: Article
Language:English
Subjects:
Acetylacetone
Alkylamines
Amines
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Cyclopropane
Nucleophiles
Organic compounds
Phosphine oxide
Sodium hydroxide
Substitutes
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Summary:The reaction of (1,2-dibromoethyl)(diphenyl)phosphine oxide with CH-acids (acetylacetone, acetoacetic ester, and malonic ester) in the presence of sodium hydroxide has afforded diphenylphosphoryl-substituted cyclopropanes in high yield. It has been shown that the reaction of (1,2-dibromoethyl)(diphenyl)phosphine oxide with primary arylamines leads to the formation of bis(phosphine oxides), in contrast to alkylamines which lead to phosphoryl-substituted aziridines.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363224010055