P-fluorobenzaldehyde

Ferroglycine sulfate Ferrous fumarate Fluoranthene Flora ntyrone Fluoroacetyl chloride Afloqualone p-Fluorobenzaldehyde Sulindac Fluorobenzene Flubendazole o-Fluorobenzoyl chloride Flunitrazepam... 

Ni11 complexes of thiosemicarbazones derived from p-fluorobenzaldehyde and differently substituted thiosemicarbazides (434, 435) are square planar [NiL2] species with the S and hydrizine-N atoms in tram position to each other and a slight tetrahedral distortion in some cases.1235,1236... 

Triisopropyl-1,3,5-dioxaphosphorinane (26) and its sulfide react with chloral, p-fluorobenzaldehyde, and acetaldehyde [Eq. (18)]. In the latter case, the hydroxymethyl derivative (29) (R = Me) was obtained. The reaction with chloral and p-fluorobenzaldehyde does not stop at the addition stage, but proceeds further to form the oxides (30) (R = CCI3,p-F-C6H4) (81IZV2776). 

Enders et al. (53) reported the use of chiral l,3-dioxan-5-ylamines in condensation reactions with aromatic aldehydes to form ylides in situ, which underwent thermal cycloaddition reactions with excellent yields. Treatment of 193 with benzaldehyde or p-fluorobenzaldehyde in the presence of excess dimethyl fumarate or fumaronitrile gave rise to the expected adducts in 85% yield with a >96% diastereomeric excess. For nitriles (R = CN), the endo/exo selectivity was higher at 70 30 than for the esters (R = C02Me) at 55 45 (Scheme 3.56). 

Another synthesis starting from p-fluorobenzaldehyde is shown ... 

Thioazolidinediones have by now achieved a major role in the treatment of Type II, also called adult onset diabetes. A recent example includes a benzimidazole moiety as part of the structure. One of the syntheses for this compound starts by nucleophihc aromatic displacement of fluorine in p-fluorobenzaldehyde (151) by the anion from treatment of the hydroxy-methylbenzimidazole (150) with strong base. The product (152) is then... 

In the laboratory of A. Millar, the convergent enantloselective synthesis of CI-981, a potent and tissue-selective Inhibitor of HMG-CoA reductase was achieved. The central tetrasubstituted pyrrole ring was prepared via the Paal-Knorr pyrrole synthesis. The required 1,4-diketone precursor was efficiently prepared by the Stetter reaction between p-fluorobenzaldehyde and an unsaturated amide. Interestingly, the A/-benzyl thiazolium chloride catalyst afforded only the benzoin condensation product and none of the desired diketone. However, when the A/-ethyl thiazolium bromide catalyst was employed, under anhydrous and concentrated reaction conditions, the 1,4-diketone was formed in good yield. The authors also noted that the simple dilution of the reaction mixture resulted in a dramatic increase in the formation of the undesired benzoin condensation product. 

FluoFO-2-aldehydotestosterone, 804 3 Fluoro-A -androstene-17-one, 249 16ot-Fluoro-A -androsteiie-17-one, 804 p-Fluoroaniline, 280 p-Fluorobenzaldehyde, 1058 Fluorobenzene, 43, 238, 394, 845... 

The Heck reaction can also be used to prepare pharmaceutical intermediates for NSAID, e. g. suiindac and dehydronabumetone, from bromoaromatic precursors and commercially available alkenes. The central intermediate in the synthesis of suiindac, as developed by Merck [27], is p-fluoro-a-methylcinnamic acid ester condensation of p-fluorobenzaldehyde with propionic anhydride gives p-fluoro-a-methylcinnamic acid. The starting aldehyde is relatively expensive and unstable, and the yield of the Knoevenagel transformation is fairly low (Scheme 5). 

Thiocarbamoylthymidine has been converted into various species with heterocycles joined to thymidine through an ether link. Water-soluble C-linked nucleoside-porphyrins have been made by reaction of 2, 3 -0-iso-propylideneuridine-5 -carboxaldehyde with pyrrole to give a dipyrromethane, which was treated with p-fluorobenzaldehyde to give after oxidation a porphyrin... 

The key step for budding the 1,4- diketone, subsequently used in the Paal- Knorr pyrrole synthesis, is a Stetter reaction, whereby p-fluorobenzaldehyde is added to a )S-ketoamide in presence of a thiazohum salt. 

Also obtained by photochemical addition of p-fluorobenzaldehyde to 1,4-benzo-quinone in benzene in the presence of benzophenone for 5 days (61%) [1255]. 

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