1-Fluoro 4-hydroxy

The simultaneous addition of fluorine and an alkoxy group to give 1 can be carried out by the use of methyl hypofluorite433,708 or by fluorination in alkanols with cesium fluoroxysul-fate,435 438 709 perchloryl fluoride,437,460 4fi4 467 xenon difluoride,447 452 fluorine,470 1-fluoro-4-hydroxy-l,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate),707 or l-(chloromcthyl)-4-fluo-ro-l,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate) 431 705 710 Examples of these additions are the formation of 2,433 3,435 4,438 5,447 6447 and 7 431... 

Also obtained by reaction of 1 -fluoro-4-hydroxy-1,4-diazoniabi-cyclo[2.2.2]octane bis(tetrafluoroborate) with 4-hydroxyaceto-phenone in refluxing acetonitrile for 0.5-4 h [3885]. 

Chemical name [[(2-chloro-l-methylpropoxy) fluoro hydroxy-phosphinyl] oxy] carbonimidic chloride fluoride... 

Addition of P F]F2 (or CH3C02f F]F) at the double bond of substituted 2,4-dioxypyrimidines (Scheme 16) allows the preparation of the fluorine-18-labelled nucleic acid base 5-[ F]fluorouracil [91-94] and the nucleoside 2 -deoxy-5-[ F]fluorouridine [95-97]. The reaction, usually carried out in acetic acid, demonstrates an excellent regioselectivity, with only the 5-[ F]fluoro derivatives obtained because the C-5 position is the unique activated position for reaction with an electrophile in these systems. The mechanism of this reaction has been studied and the intermediate 5,6-fluoro-acetoxy adduct (or the 5,6-fluoro-hydroxy adduct if the solvent is water) has been isolated and characterised [92]. 

A simple and versatile one-pot synthesis of meso-substituted trans-A2B-corroles (Scheme 7) was reported by Gryko and Jadach (01JOC4267). It affords regioisomerically pure frans-A2B-corroles 11 through the TFA-catalyzed condensation of a dipyrromethane 10 and an aldehyde followed by oxidation with DDQ. The synthesis is compatible with diverse functionalities ester, nitrile, ether, fluoro, hydroxy, etc. on the aryl group of the... 

These results are consonant with the - 23.9 kJmoF1 difference we derive for R = Me (using Reference 39b for the MeF data) and that from the earlier experience53,54 that suggested ca - 25 kJ moF1 as the universal value for the fluoro/hydroxy difference. 

The analysis in Reference 54 shows sulfur-bonding groups have nearly the same fluoro/hydroxy difference. While perhaps irrelevant for the current study, it is nonetheless interesting that it is for these sulfur-containing species that the original mimicry was devised in Reference 53a. 

The reaction of a-fluoro-/ -hydroxy-a-phenylsulfanyl esters 4, which can be readily synthesized from aldehydes and ethyl bromofluoroacetate, with diethylaminosulfur trifluoride leads to the formation of a,a-difiuoro-/I-phenylsulfanyl esters 5.247 Instead of the expected substitution of the -hydroxy group by fluorine, a rearrangement via an episul Ionium ion and addition of a fluoride ion a to the ester function gives the a,a-difluorinated product 5. The reaction proceeds under mild conditions with moderate to good yields. In the case of ethyl 2-fiuoro-3-hydroxy-3-phenyl-2-(phcnylsulfanyl)propanoate only the nonrearranged product ethyl 2.3-di-fluoro-3-phenyl-2-(phenylsulfanyl)propanoate was isolated. 

Fluoro-hydroxy methyl butyl) guanine 1254 Fluoro-methyldeoxyuracil-arabinofuranoside 1261 Fluoromizonidazole 1264 Fluorophores 1227 Fluorothiol 1259 Fluorothymidine 1261 Fluorouracil 131, 1250... 

Direct exchange. 31-91% exchange. P=11 kbar. Equation as in muscovite-calcite. Fluorophlogopite has F/(F+OH)=0.75. Experimental data for this mixed fluoro-hydroxy phlogopite fall in between the equations for end-member hydroxy- and flurophlogopite-calcite fractionations given by Chacko et al. (1996). 

Kuduk, S.D. DiPardo, R.M. Bock, M.G. Tetrabutylammonium salt induced denitration of nitropyridines synthesis of fluoro-, hydroxy-, and methoxypyridines. Org Lett. 2005, 7 (4),577-579. 

For compounds with identical stem names, ranking is determined by the alphabetical position of the prefix bromo, ethyl, fluoro, hydroxy, methyl, etc. Where there is more than one prefix, that which begins with the letter closest to a determines the rank of the compound. Designations such as and are Ignored for this purpose, e. g., dihydroxy is an h prefix, not a d prefix. For compounds with identical prefixes and stem names, the order is determined by the position of the lowest-numbered substitutent, e.g., lQ -hydroxy-4-pregnene-3,20-dione precedes 6 -hydroxy-4-pregnene-3,20-dione. For identically positioned substituents a always precedes /3. 

Chloro-21-(2,2-dimethyl-l-oxopropoxy)-6a-fluoro-llb-hydroxy-16a-methylpregna-l,4-diene-3,20-dione. See Clocortolone pivalate. 

Chroman-2-ylmethanol, (5)-6-hydroxy-2,5,7,8-tetramethyl-synthesis, 3, 779 Chromene, 3-acetyl-2-methoxy-synthesis, 3, 750 Chromene, 2-alkyl-synthesis, 3, 749 Chromene, 4-aryloxymethyl-synthesis, 3, 742-743 Chromene, bis(2,2-dimethyl-mass spectra, 3, 604 Chromene, 2,3-dichloro-synthesis, 3, 753 Chromene, 2,2-dimethyl-IR spectra, 3, 594 mass Spectra, 3, 604 molecular dimensions, 3, 621 synthesis, 3, 743, 749, 751 Chromene, 3-fluoro-2,2-dimethyl-synthesis, 3, 748 Chromene, 5-hydroxy-synthesis, 3, 745... 

Indazole, 5,5-dimethyl-3-trifluoromethyl-4,5-dihydro-trichomonacidal activity, 5, 291 Indazole, 2-ethoxycarbonyl-reactions, 5, 269 Indazole, 3-fluoro-synthesis, S, 263 Indazole, 1-germyl-synthesis, 5, 236 Indazole, 1-glycosyl-synthesis, 5, 289 Indazole, 2-glycosyl-synthesis, 5, 289 Indazole, halo-reactions, S, 266 Indazole, 2-hydroxy-methylation, 5, 269 Indazole, 3-hydroxy-reactions, S, 264 Indazole, 6-hydroxy-diazo coupling, 5, 86 Indazole, hydroxyphenyl-synthesis, S, 288 Indazole, 3-iodo-synthesis, S, 241 Indazole, l-isopropyl-3-phenyl-reduction, 5, 243 Indazole, 3-mercapto-1 -substituted tautomerism, 5, 265 Indazole, methoxy-... 

Pyrazole, C-formyl-conformation, 5, 209 Pyrazole, fluoro-reactions, 5, 263, 267 Pyrazole, 4-fluoro-5-hydroxy-tautomerism, 5, 214 Pyrazole, 1-germyl-synthesis, 5, 236 Pyrazole, halo-halogenation by, 5, 54 reactions, 5, 104, 105, 266 reduction, S, 105, 106, 266 Pyrazole, 3-halo-1-phenyl-quaternary salts... 

Pyrimidin-2( 1H) -one, 5-fluoro-1 -methyl-4-methylthio-alcoholysis, 3, 96 Pyrimidin-2(lH)-one, 5-hydroxy-benzoylation, 3, 89... 

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