Reaction of fluorinated ketones with dialkyl phosphites: An efficient and selective transformation of aryl F-alkyl ketones into dialkyl aryl (F-alkyl)methyl phosphates

Manabu Kuroboshi, Takashi Ishihara, Teiichi Ando

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Aryl F-alkyl ketones smoothly reacted with a variety of dialkyl phosphites in the presence (or absence) of a tertiary amine to give the corresponding dialkyl aryl(F-alkyl)methyl phosphates in high yields. The reaction of methyl F-phenyl ketone with the sodium salt of diethyl phosphite afforded a good yield of diethyl 1-(Fphenyl)ethyl phosphate. This reaction offers a new supplemental route to various polyfluorinated esters of phosphoric acid. A possible mechanism for the reaction is also described briefly.

Original languageEnglish
Pages (from-to)293-298
Number of pages6
JournalJournal of Fluorine Chemistry
Volume39
Issue number2
DOIs
Publication statusPublished - 1988
Externally publishedYes

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Phosphites
ketone
Ketones
ketones
phosphates
Phosphates
phosphate
Organophosphates
Phosphoric acid
ester
Amines
Esters
Salts
phosphoric acid
Sodium
sodium
salt
esters
acid
amines

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

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abstract = "Aryl F-alkyl ketones smoothly reacted with a variety of dialkyl phosphites in the presence (or absence) of a tertiary amine to give the corresponding dialkyl aryl(F-alkyl)methyl phosphates in high yields. The reaction of methyl F-phenyl ketone with the sodium salt of diethyl phosphite afforded a good yield of diethyl 1-(Fphenyl)ethyl phosphate. This reaction offers a new supplemental route to various polyfluorinated esters of phosphoric acid. A possible mechanism for the reaction is also described briefly.",
author = "Manabu Kuroboshi and Takashi Ishihara and Teiichi Ando",
year = "1988",
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volume = "39",
pages = "293--298",
journal = "Journal of Fluorine Chemistry",
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T1 - Reaction of fluorinated ketones with dialkyl phosphites

T2 - An efficient and selective transformation of aryl F-alkyl ketones into dialkyl aryl (F-alkyl)methyl phosphates

AU - Kuroboshi, Manabu

AU - Ishihara, Takashi

AU - Ando, Teiichi

PY - 1988

Y1 - 1988

N2 - Aryl F-alkyl ketones smoothly reacted with a variety of dialkyl phosphites in the presence (or absence) of a tertiary amine to give the corresponding dialkyl aryl(F-alkyl)methyl phosphates in high yields. The reaction of methyl F-phenyl ketone with the sodium salt of diethyl phosphite afforded a good yield of diethyl 1-(Fphenyl)ethyl phosphate. This reaction offers a new supplemental route to various polyfluorinated esters of phosphoric acid. A possible mechanism for the reaction is also described briefly.

AB - Aryl F-alkyl ketones smoothly reacted with a variety of dialkyl phosphites in the presence (or absence) of a tertiary amine to give the corresponding dialkyl aryl(F-alkyl)methyl phosphates in high yields. The reaction of methyl F-phenyl ketone with the sodium salt of diethyl phosphite afforded a good yield of diethyl 1-(Fphenyl)ethyl phosphate. This reaction offers a new supplemental route to various polyfluorinated esters of phosphoric acid. A possible mechanism for the reaction is also described briefly.

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JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

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