HFC-134a as a fluorinated building block: short syntheses of α-fluoroenones

J Marie Bainbridge; Stuart Corr; Masatomi Kanai; Jonathan Percy

doi:10.1016/S0040-4039(99)02184-X

HFC-134a as a fluorinated building block: short syntheses of α-fluoroenones

J Marie Bainbridge, Stuart Corr, Masatomi Kanai, Jonathan Percy

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

1,1,1,2-Tetrafluoroethane (HFC-134a) has been transformed into a range of -fluoroenones via a direct route. Dehydrofluorination/metallation allowed trifluorovinylsilanes to be prepared; these could be converted in situ, or isolated and treated further, with alkyllithium reagents to give difluorovinylsilanes. Fluoride-catalysed addition to aldehydes followed by acidic work-up allowed the isolation of a range of -fluoroenones in two- or three-pots.

Original language	English
Pages (from-to)	971–974
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4039(99)02184-X
Publication status	Published - 5 Feb 2000

Keywords

fluoroenones
aldehydes
trifluorovinylsilanes

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10.1016/S0040-4039(99)02184-X

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title = "HFC-134a as a fluorinated building block: short syntheses of α-fluoroenones",

abstract = "1,1,1,2-Tetrafluoroethane (HFC-134a) has been transformed into a range of -fluoroenones via a direct route. Dehydrofluorination/metallation allowed trifluorovinylsilanes to be prepared; these could be converted in situ, or isolated and treated further, with alkyllithium reagents to give difluorovinylsilanes. Fluoride-catalysed addition to aldehydes followed by acidic work-up allowed the isolation of a range of -fluoroenones in two- or three-pots.",

keywords = "fluoroenones, aldehydes, trifluorovinylsilanes",

author = "Bainbridge, {J Marie} and Stuart Corr and Masatomi Kanai and Jonathan Percy",

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T1 - HFC-134a as a fluorinated building block

T2 - short syntheses of α-fluoroenones

AU - Bainbridge, J Marie

AU - Corr, Stuart

AU - Kanai, Masatomi

AU - Percy, Jonathan

PY - 2000/2/5

Y1 - 2000/2/5

N2 - 1,1,1,2-Tetrafluoroethane (HFC-134a) has been transformed into a range of -fluoroenones via a direct route. Dehydrofluorination/metallation allowed trifluorovinylsilanes to be prepared; these could be converted in situ, or isolated and treated further, with alkyllithium reagents to give difluorovinylsilanes. Fluoride-catalysed addition to aldehydes followed by acidic work-up allowed the isolation of a range of -fluoroenones in two- or three-pots.

AB - 1,1,1,2-Tetrafluoroethane (HFC-134a) has been transformed into a range of -fluoroenones via a direct route. Dehydrofluorination/metallation allowed trifluorovinylsilanes to be prepared; these could be converted in situ, or isolated and treated further, with alkyllithium reagents to give difluorovinylsilanes. Fluoride-catalysed addition to aldehydes followed by acidic work-up allowed the isolation of a range of -fluoroenones in two- or three-pots.

KW - fluoroenones

KW - aldehydes

KW - trifluorovinylsilanes

U2 - 10.1016/S0040-4039(99)02184-X

DO - 10.1016/S0040-4039(99)02184-X

M3 - Article

SN - 0040-4039

VL - 41

SP - 971

EP - 974

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

HFC-134a as a fluorinated building block: short syntheses of α-fluoroenones

Abstract

Keywords

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