Benzo 6-methoxy-5-methyl

Benzocyclobuten 4,5-Bis-[methoxy-methyl]- E17f, 651 (1,5-Diin 4- In) lH,4H-(Benzo d -l,2-dioxin), ... 

Methoxy-methyl)-6-methyl-4-oxo-4,5,6,7-tetra-hydro-l-benzo thiophene1683 1689 30-48%... 

Benzo[b]furan-2-carbaldehyde, 6-methoxy-4-methyl-UV. 4, 589 <72AJC545> Benzo[b]furan-3-carbaldehyde, 2-methoxy-UV, 4, 589 <71AJC1883> Benzo[b]furan-3-carbaldehyde, 2,4,7-trimethyl-Uy, 4, 589 <80AJC1817>... 

Benzo[b]furan-4,7-dione, 6-methoxy-2-methyl-(acamelin)... 

Benzo[b]furan, 3-acetoxy-6-methoxy-4-methyl-reactions, 4, 650 Benzo[b]furan, 2-acetyl-oxime... 

Benzo[b]thiophene, 3-mercapto-2-methyl-synthesis, 4, 931 Benzo[6]thiophene, 2-methoxy-lithiation, 4, 773 synthesis, 4, 929 Benzo[6]thiophene, 3-methoxy-alkylation, 4, 765 synthesis, 4, 929 Benzo[6]thiophene, 4-methoxy-anodic oxidation, 4, 798 Benzo[6]thiophene, 5-methoxy-synthesis, 4, 929 Benzo[6]thiophene, 6-methoxy-synthesis, 4, 929 Benzo[6]thiophene, 7-methoxy-synthesis, 4, 929-930... 

Bis-[ ( benzo-1,3-oxazol) -yl-(2)-thio]- 343 Bis-[1,4- (bzw. 3,4]-dihydro-naphthy[-(2)-oxy]- 588 Bis-[dimethylamino]- 345 Bis-[4-dimethyIamino-phenyl]- 346 Bis-[4-hydroxy-phenyl]-(2-carboxy-phenyl)- 167 Bis-[4-methoxy-phenyl]-dideutero- 346 Bis-[4-methyl-phenyl]-Bis-f 2-methyl-thiiranyl-(2)]- 570 Bis-[naphthyl-(2)-oxy]- 588 Bis-[naphthyl-(2)-thio]-... 

Methoxy-3 -methyl-5,6-benzo-6H-1,2-dioxin, 3313 3-Methoxy-4-methyl-5,6-benzo-6//-l,2-dioxin, 3314 l-(c/s-Methoxyvinyl)-l,4-endoperoxy-2,5-cyclohexadiene, 3153 Methyltrilluoromethyldioxirane, 1102... 

Addition of the arylamines 117 to 2-methoxy-3-methyl-l,4-benzoquinone 118 affords regioselectively the 5-arylamino-2-methoxy-3-methyl-l,4-benzo-quinones 119 (Scheme 37). Palladium(II)-catalyzed oxidative cyclization leads to the carbazole-l,4-quinones 28 [135,136],previously obtained by the iron-mediated approach (cf. Scheme 14). Regioselective addition of methyllithium to the quinones 28 provides carbazomycin G 29a and carbazomycin H 29b [96,135]. Reduction of 29a with lithium aluminum hydride followed by elimination of water on workup generates carbazomycin B 23a [135]. Addition of heptylmag-... 

When 2 -methoxy-2-biphenylamine is diazotized in fluoroboric acid, an 85% yield of solid 2 -methoxy-2-biphenylyldiazonium tetrafluoroborate is produced. On heating in dry benzene, this salt loses nitrogen and provides 0-methyldibenzofuranium tetrafluoroborate as an unstable solid. The latter salt, on account of the low basicity of dibenzofuran, reacts with a range of nucleophiles that undergo methylation with the release of dibenzofuran. Pyridine and pentachloropyridine are N-methylated, benzo[fc]thiophene is S-methylated, and tetrahydrofuran and phenetole are 0-methylated. ° Thus it is no surprise that diazotization of 2 -methoxy-2-biphenylamine, followed by boiling of the diazonium salt in acidic solution, provides dibenzofuran in 90% yield.The scope of this method of dibenzofuran synthesis (Scheme 18) has been little explored probably because of the difficulty of preparing the requisite biphenyls, which is usually accomplished by a crossed Ullmann reaction. A similar synthesis of xanthones from 2-amino-2 -methoxybenzophenones is known. ° ... 

Cyclization of a thiocarbonyl ylide with the C=C-bond of an aromatic ring was observed in the reaction of aryl biphenyl-2-yl ketones with di(tosyl)diazomethane in the presence of Rh2(OAc)4 (189). In the case where the aryl ring contains a 4-methoxy group, benzo[c]thiophene (164) was the only product formed. In contrast, when the aryl ring consists of a 2,4,6-trimethylphenyl group, compounds 165 and 166 were produced. It would seem that after 1,5-dipolar electrocyclization of the intermediate thiocarbonyl ylide occurs, aromatization then takes place by elimination of toluenesulfinic acid or methyl toluenesulfinate. 

Using a typical poly (vinyl chloride) (PVC)-based membrane with different ionophores - Zn-bis(2,4,4-trimethylpen-tyl) dithiophosphinic acid complex [450], protoporphyrin IX dimethyl ester [451], porphyrin derivative [452] and hemato-porphyrin IX [453], tetra(2-aminophenyl) porphyrin [454], cryptands [455, 456], 12-crown-4 [457], benzo-substituted macro-cyclic diamide [458], 5,6,14,15-dibenzo-l, 4-dioxa-8,l 2, diazacyclopentadecane-5,14-diene [459], and (A-[(ethyl-l-pyrrolidinyl-2 -methyl) ] methoxy-2-sulfamoyl-5 -benza-mide [460] - the sensors for zinc ions were prepared and investigated. The armed macrocycle, 5,7,7,12,14,14-hexamethyl-1,4,8,11 -tetraazacyclo tetradeca-4,11 -diene dihydrogen perchlorate was used for the preparation of polystyrene-based Zn(II)-sensitive electrode [461]. 

Hydroxy-3-methoxy-[(2S,3aR,3bS, 6aR,9aR,9bR, 10R,11aR)-3a,3b,6,6a,9a,10,11,11a-octahydro-6a-hydroxy-8,10-dimethyl-11a-(1-methyl-ethenyl)-7-oxo-2-(phenyl-methyl)-7H-2,9p-epoxy-azuleno[5,4-e]-1,3-benzo-dioxol-5-yl]benzeneacetic acid, C37H40O91 Mr 628.71. 

Benzo[6]furan is cleaved on reduction with excess sodium in liquid ammonia, followed by quenching with ammonium chloride or methanol, to produce 2-ethylphenol (69%). 2-Methyl- and 2-phenyl-benzo[6]furan similarly yield 2-propylphenol (54%) and 2-(2-phenylethyl)phenol (45%) (59JA2795). Similarly, 5-methoxybenzo[6]furan, on reduction with 2 mol of lithium and a limited amount of t- butanol, gives the cleavage product, but by operating with 2 mol each of lithium and f-butanol, 5 -methoxy-2-methylbenzo[6 jfuran supplies the 2,3-dihydro compound. With excess of the alcohol, however, 5-methoxy-2,3,4,7-tetrahydrobenzo[6]furan is secured so that the reduction is stepwise (67JOC2794). 

Tetrahydrobenzo[6]thiophene103 and several benzo[6]thio-phenes containing electron-donating substituents, e.g., 5,6-dimeth-oxy,180 5,6-methylenedioxy,180 6-ethoxy,424 3-methoxy,183 and 3-methyl,487 are smoothly brominated in the 2-position by iV-bromo-succinimide in carbon tetrachloride or chloroform in the absence of peroxides. Similar treatment of 2-methoxybenzo[6]thiophene gives the 3-bromo derivative.183... 

Hydroxy-,337-342 497 5-methoxy-,341 and 5-hydroxy-3-methyl-benzo[6]thiophene 343 are conveniently prepared by decarboxylation... 

Hydroxybenzo[6]thiophene has been isolated from coal tar.42 It may be prepared from 6-aminobenzo[fr]thiophene by standard procedures.241 6-Methoxybenzo[h]thiophene may be prepared by decarboxylation of the corresponding 2-carboxylic acid,341 and 6-ethoxybenzo[6]thiophene is obtained by reduction of 6-(ethoxy)-thioindoxyl (Section VI, 1,2). 6-Methoxy-5-methylbenzo[6]thiophene is obtained by cyclization of (3-methoxy-4-methylphenylthio)-acetaldehyde dimethyl acetal (Section IV,B).617 The product previously described542 as 6-hydroxy-3-phenylbenzo[6]thiophene has now been shown to be the 2-phenyl isomer.307 6-Methoxy-818 and 6-methoxy-5-methyl-benzo[6]thiophene617 are demethylated by pyridine hydrochloride. 

When the reaction is carried out in glacial acetic acid at reflux temperature, reaction takes place solely in the side chain to yield di(3-benzo[6]thenoyl)furoxan (286).99,654 Furoxans are also formed during the nitration of 3-acetyl-2-methyl-664 and 3-acetyl-2-methoxy-... 

Benzo[6]furan-2-carbaIdehyde, 6-methoxy-4-methyl-UV, 4, 589 (72AJC545)... 

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