2- Aryloxy-4 -hydroxy

These are arranged alphabetically according to the atom attached to the ring carbon, halogen, nitrogen (amino, nitro, etc.), oxygen (alkoxy, aryloxy, hydroxy, phosphoryloxy, sulfonyloxy, etc.), and... 

Aryloxy, hydroxy arylsulfonyloxy, and phosphoryloxy. The 4-toluenesulfonyloxy and 4-nitrophenyloxy groups approximate the chloro group in replaceability in benzene derivatives. The former appears to be less reactive than chloro toward hydroxide on quinoline and -phenoxy on pyrimidine is relatively unreactive toward sulfanilamide anion or ammonia. On cinnoline, quinazoline, or quinoline, a 4-phenoxy group is less reactive than a chloro group. 

Anilino-vinyl]-ethinyl-phenyl- E2, 68 Aryloxy-hydroxy- El, 318... 

Reaction of 9,10-difluoro-3-methyl-2,3-dihydro-7-oxo-7//-pyrido[l,2,3- /e]-l,4-benzoxazine-6-carboxylic acid (252 X = F, R = H, R = Me) with 8 M aquous solution of KOH under reflux for 6 h, and in the presence of an alcohol or phenol afforded 10-hydroxy, 10-alkoxy and 10-aryloxy derivatives, respectively (96JAP(K)96/291144, 99MI5). 

Table 7.71 a-Hydroxy- -aIkoxy(aryloxy) FAE structural information obtained by on-line LC-NMR ... 

Many triazole derivatives are accessible by exchange of 3- or 5- halo, hydroxy, alkoxy, aryloxy, alkylthio, amino, or cyano groups <67EGP59288, 69BRP1157256, 70KGS1701,75BSF1649). A kinetic comparison of haloazole reactivities has been reported <67JCS(B)64l). 

Die basenkatalysierte Umsetzung kann auch in Nitrobenzol mil Pyridin als Katalysator [Her-stellung von mehreren 1-(3-Aryloxy-2-hydroxy-propyl)-2-methyl-4-nitro-imidazo-len 38-58%]87t, ohne Losungsmittel mit Kaliumcarbonat als Katalysator [l-(3-ChIor-2-hydroxy-propyl)-2-methyl-4-nitro-imidazol 60%]872 oder in Ethanol mit Natriumhydroxid als Katalysator [l-(2-Hydroxy-ethyl)-2-methyl-4-nitro-imidazol 100%]873 durchgefuhrt we.r-den. Statt Oxiran kann auch 2-Oxo-l,3-dioxolan eingesetzt werden. Dabei entstehen ohne Katalysator bei 160° die 1,4-Regioisomeren [z. B. 2,5-Dimethyl-l-(2-hydroxy-ethyl)-4-nitro-imidazol 60%]874... 

Aryloxy-5-hydroxy- bzw. 3-Alkoxy-5-hydroxy-l, 2,4-oxadiazole werden durch al-kalische Cyclisierung von Kohlensaure-amid-ester-(ethoxycarbonyloximiden) erhalten154,219 ... 

Die Umwandlung von Phenolen in Anilin-Derivate gelingt durch O-Substitution (in zwei Stufen) zu 2-Aryloxy-2-methyl-propansaure-amiden, deren Smiles-Umlagerung mittels Natriumhydrid in Phosphorsaure-tris-[dimethylamid] zu 2-Hydroxy-2-methyl-propansau-re-arylamiden und saure Hydrolyse dieser Amide, wie hier fur die Synthese von 4-Amino-1-benzothiophen gezeigt2 ... 

Amino-3-hydroxy(or alkoxy or aryloxy)-l,2,4-thia-diazoles and homologs... 

Alkyl-substituted pyridines have been complexed with a wide variety of other boron Lewis acids, BH3, B(OH)3, and BX3, where X is a selection of alkyl, aryl, hydroxy, alkoxy, and aryloxy groups <87JCS(P2)77l). 

Base-catalyzed rearrangement of Af-(aryloxy)pyridinium salts (11) leads to 2-arylpyridines (12) via intramolecular attack on the ortho position of the aryloxy ring by the 2-pyridyl carbanion. When X was 3-CChMe, pyrido[3,2-J]coumarins (13 R = NO2, CN) were directly obtained in useful yields from this reaction. When in (11) X was 3-COMe and R was 4-NO2, 10-hydroxy- 10-methyl-6-nitropyrido[2,3-J]benzopyran (14) was obtained in 10.8% yield.89... 

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