Catalyzed [2+2]-Cycloaddition Reactions of Hexafluoroisopropyl 4-Chloro-2-oxobut-3-ynoate with Simple Alkenes

It is shown for the first time that the [2+2]-cycloaddition reactions of hexafluoroisopropyl 4-chloro-2-oxobut-3-ynoate with simple alkenes, proceeding sluggishly in an excess of alkenes or in usual solvents, are strongly improved by hexafluoroisopropanol (HFIP). The yields of the target products also increase compared to the conventional methods. A general protocol for performing such transformations has been developed.

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Publication Details

Journal
INEOS OPEN
Published
2025-04-29
DOI
https://doi.org/10.32931/io2527a
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Catalyzed [2+2]-Cycloaddition Reactions of Hexafluoroisopropyl 4-Chloro-2-oxobut-3-ynoate with Simple Alkenes

O. S. Shilova, O.A. Kizas, А. B. Koldobskii, A. A. Druzina
INEOS OPEN
Fluorine in Organic Chemistry
article

Catalyzed [2+2]-Cycloaddition Reactions of Hexafluoroisopropyl 4-Chloro-2-oxobut-3-ynoate with Simple Alkenes

O. S. Shilova, O.A. Kizas, А. B. Koldobskii, A. A. Druzina
article en

Abstract

It is shown for the first time that the [2+2]-cycloaddition reactions of hexafluoroisopropyl 4-chloro-2-oxobut-3-ynoate with simple alkenes, proceeding sluggishly in an excess of alkenes or in usual solvents, are strongly improved by hexafluoroisopropanol (HFIP). The yields of the target products also increase compared to the conventional methods. A general protocol for performing such transformations has been developed.

INEOS OPENVol. 8(1-3)
Openalex Percentile: Top 85%
Fluorine in Organic Chemistry
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Catalyzed [2+2]-Cycloaddition Reactions of Hexafluoroisopropyl 4-Chloro-2-oxobut-3-ynoate with Simple Alkenes — O. S. Shilova, O.A. Kizas, et al. · INEOS OPEN (2025) | TGRS Research Map | TGRS