Magnesium fluoromalonates

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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556429, 556437, 562596, 568397, 568419, C07C 6938

Patent

active

051010682

ABSTRACT:
The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the --CH.sub.2 F moiety, is described. Reaction between these reagents and the in situ-formed imidazolides of various carboxylic acids gives beta-keto-alpha-fluoroesters, which upon hydrogenation and spontaneous decarboxylation yields fluoromethyl ketones in excellent yields. The overall transformation from RCOOH to RCOCH.sub.2 F is thus illustrated.

REFERENCES:
patent: 4518528 (1985-05-01), Rasnick
Rozen, S. et al., Tetrahedron Let. 41:1111-1153, (1985).
Brooks, D. W. et al., Angew. Chem. Int. Ed. Eng. 18:72-74, (1979).
Mansour, T. S. Synth. Commun. 19(3&4):659-665, ((1989).

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