Reagents and methods for stereospecific fluoromethylation

Details Reagents and methods for stereospecific fluoromethylation Reagents and methods for stereospecific fluoromethylation

C - Chemistry, Metallurgy

07

C

260/325.1, 260/4

C07C 69/63 (2006.01) C07C 45/67 (2006.01) C07C 49/167 (2006.01) C07C 67/343 (2006.01) C07C 69/716 (2006.01) C07C 271/18 (2006.01) C07C 271/20 (2006.01) C07C 271/22 (2006.01) C07C 279/14 (2006.01) C07C 303/26 (2006.01) C07C 327/22 (2006.01) C07D 207/08 (2006.01) C07D 207/16 (2006.01) C07D 207/273 (2006.01) C07C 309/73 (2006.01)

Patent

CA 2036360

The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the -CH2F 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 RCOCH2F is thus illustrated.

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