Efficient synthesis of ether phosphonates using trichloroacetimidate and acetate coupling methods

A series of ether phosphonates have been prepared by trichloroacetimidate and acetate coupling methods. Trichloroacetimidates or acetates were treated with primary and secondary alcohols as O -nucleophiles in the presence of catalytic TMSOTf to afford 21 examples of diethyl alkyloxy(substitutedpheny...

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Bibliographic Details
Published inRSC advances Vol. 8; no. 14; pp. 7385 - 7395
Main Authors Fathalla, Walid, Ali, Ibrahim. A. I, Pazdera, Pavel
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 01.01.2018
The Royal Society of Chemistry
Subjects
Acetates
Alcohols
Catalysis
Chemistry
Coupling
Nucleophiles
Phosphonates
Reaction time
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Summary:A series of ether phosphonates have been prepared by trichloroacetimidate and acetate coupling methods. Trichloroacetimidates or acetates were treated with primary and secondary alcohols as O -nucleophiles in the presence of catalytic TMSOTf to afford 21 examples of diethyl alkyloxy(substitutedphenyl)methyl phosphonates via C-O bond formation in 55-90% yields and short reaction time. An efficient method for the synthesis of various ether phosphonates by trichloroacetimidate and acetate coupling methods is described.
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ISSN:2046-2069
2046-2069
DOI:10.1039/c8ra00702k