Efficient and scalable synthesis of 3-(polyfluoroacyl)pyruvaldehydes dimethyl acetals: A novel functionalized fluorinated building-block

Chizhov, DL; Belyaev, DV; Yachevskii, DS; Rusinov, GL; Chupakhin, ON; Charushin, VN

HERO ID

3860754

Reference Type

Journal Article

Year

2017

HERO ID 3860754
In Press No
Year 2017
Title Efficient and scalable synthesis of 3-(polyfluoroacyl)pyruvaldehydes dimethyl acetals: A novel functionalized fluorinated building-block
Authors Chizhov, DL; Belyaev, DV; Yachevskii, DS; Rusinov, GL; Chupakhin, ON; Charushin, VN
Journal Journal of Fluorine Chemistry
Volume 199
Page Numbers 39-45
Abstract An efficient approach for the synthesis of 3-(polyfluoroacyl)pyruvaldehydes dimethyl acetals (1,1-dimethoxy-4polyfluoroalkyl-butan-2,4-dions) from 1,1-dimethoxyacetone and polyfluorinated carboxylic acid esters has been developed. The procedure includes the Claisen type condensation of the starting materials by means of calcium hydride in methanol, followed by isolation of copper complexes of the corresponding diketones and their destroying with disodium EDTA. A simple synthesis of 5(3)-(polyfluoroalkyl)-1H-pyrazole-3(5)-carbaldehydes and their acetals is also presented.
Doi 10.1016/j.jfluchem.2017.04.009
Wosid WOS:000404204300006
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword Fluorinated 1,3-diketones; Acetals; Claisen condensation; Calcium hydride; 3-(Polyfluoracyl)pyruvaldehydes; Pyrazole-1H-3-carbaldehydes