Electrophilic and Nucleophilic Addition Reactions of α,β-Unsaturated Diphenylphosphoryl Compounds

Autor:	L. V. Derdzyan, A. S. Poghosyan, A. S. Bichakhchyan, M. Zh. Ovakimyan, G. Ts. Gasparyan
Rok vydání:	2020
Předmět:	Phosphine oxide Nucleophilic addition Bromine 010405 organic chemistry Chemistry Organic Chemistry Halogenation chemistry.chemical_element 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Sodium hydroxide Bromide Phosphonium Alkaline hydrolysis
Zdroj:	Russian Journal of Organic Chemistry. 56:90-94
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428020010157
Popis:	Procedures were developed for the synthesis of diphenyl(prop-1-en-1-yl)phosphine oxide and cyclohex-1-en-1-yl(diphenyl)phosphine oxide by alkaline hydrolysis of triphenyl(prop-1-en-1-yl)phosphonium bromide and cyclohex-1-en-1-yl(triphenyl)phosphonim bromide, respectively. The bromination of diphenyl(vinyl)phosphine oxide, diphenyl(prop-1-en-1-yl)phosphine oxide, and cyclohex-1-en-1-yl(diphenyl)phosphine oxide with excess bromine gave the corresponding 1,2-dibromo derivatives. Dehydrobromination of 1,2-dibromoethyl(diphenyl)phosphine oxide and 1,2-dibromopropyl(diphenyl)phosphine oxide with sodium hydroxide afforded 1-bromoethenyl(diphenyl)phosphine oxide and 1-bromoprop-1-en-1-yl(diphenyl)phosphine oxide. Addition of bromine and methanol to 1-bromoethenyl(diphenyl)phosphine oxide and 1-bromoprop-1-en-1-yl-(diphenyl)phosphine oxide was studied.
Databáze:	OpenAIRE
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