Synthesis arylacetic acids from

Arylacetic acids from ar. aldehydes ArGHO ArGH2GOOH via 5-oxazolones and 1,3,5-oxadiazines—Synthesis with addition of 1 G-atom s. 12, 794 ... 

Arylacetic acids. A new synthesis of phenylacetic acids from aromatic ketones is illustrated for conversion of 6-methoxy-l-tetralone (1) into 6-methoxy-l,2,3,4-tetrahydronaphthalene-1-carboxylic acid (3). 

Gilard, J. W, Belanger, R Metabolic synthesis of arylacetic acid antiinflammatory drugs from arylhexenoic acids. 2. Indomethacin. J. Med. Chem. 1987, 30, 2051-2058. 

Miscellaneous Reactions. In addition to the key reactions above, DDQ has been used for the oxidative removal of chromium, iron, and manganese from their complexes with arenes and for the oxidative formation of imidazoles and thiadia-zoles from acyclic precursors. Catal)ftic amounts of DDQ also offer a mild method for the oxidative regeneration of carbonyl compounds from acetals, which contrasts with their formation from diazo compounds on treatment with DDQ and methanol in nonpolar solvents. DDQ also provides effective catalysis for the tetrahydropyranylation of alcohols. Furthermore, the oxidation of chiral esters or amides of arylacetic acid by DDQ in acetic acid provides a mild procedure for the synthesis of chiral a-acetoxy derivatives, although the diastereoselectivity achieved so far is only 65-67%. ... 

Treatment of [ C]methyl aryl ketones with thaUium(lll) nitrate in acidic methanol (McKillop rearrangement) or with ammonium polysulfide or sulfur and morpholine at elevated temperatures (Willgerodt-Kindler reaction) provides labeled arylacetic acid derivatives. In the first case the aryl group migrates from the carbonyl position into the former methyl position, so that the label is shifted by one position. For example (Figure 6.12), in the synthesis of [6- / C]porphobilinogen the pyrrole 22 was acetylated with... 

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